id string | question_type string | target_key string | varying_keys list | input dict | options list | answer list | meta dict |
|---|---|---|---|---|---|---|---|
10_1002_anie_202416132_si_5_table_0_q1 | single_varying | Constant_Current | [
"Constant_Current",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "2,2-difluoro-3-phenyl-2H-indole",
"SMILES": "FC1(F)C(c2ccccc2)=Nc2ccccc21"
}
],
"products": [
{
"content": "2-fluoro-3-phenyl-1H-indole",
"SMILES": "Fc1c(-c2ccccc2)[nH]c2ccccc12"
}
],
"constant_conditions": {
"Anode(+)": [
{
... | [
{
"Constant_Current": [
{
"content": "30 mA",
"SMILES": ""
}
]
},
{
"Constant_Current": [
{
"content": "10 mA",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202416132_si_5_table_0.json",
"doi": "10_1002_anie_202416132",
"best_yield": 97,
"best_effective_score": 97,
"best_entry_indices": [
"3"
],
"global_best_yield": 97,
"global_best_effective_score": 97,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202416132_si_6_table_0_q1 | single_varying | Anode(+) | [
"Anode(+)",
"Cathode(-)"
] | {
"reactants": [
{
"content": "2,2-difluoro-3-phenyl-2H-indole",
"SMILES": "FC1(F)C(c2ccccc2)=Nc2ccccc21"
}
],
"products": [
{
"content": "2-fluoro-3-phenyl-1H-indole",
"SMILES": "Fc1c(-c2ccccc2)[nH]c2ccccc12"
}
],
"constant_conditions": {
"Constant_Current": [
... | [
{
"Anode(+)": [
{
"content": "C",
"SMILES": ""
}
]
},
{
"Anode(+)": [
{
"content": "Zn",
"SMILES": ""
}
]
},
{
"Anode(+)": [
{
"content": "Mg",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202416132_si_6_table_0.json",
"doi": "10_1002_anie_202416132",
"best_yield": 97,
"best_effective_score": 97,
"best_entry_indices": [
"1"
],
"global_best_yield": 97,
"global_best_effective_score": 97,
"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202416132_si_6_table_0_q2 | single_varying | Cathode(-) | [
"Anode(+)",
"Cathode(-)"
] | {
"reactants": [
{
"content": "2,2-difluoro-3-phenyl-2H-indole",
"SMILES": "FC1(F)C(c2ccccc2)=Nc2ccccc21"
}
],
"products": [
{
"content": "2-fluoro-3-phenyl-1H-indole",
"SMILES": "Fc1c(-c2ccccc2)[nH]c2ccccc12"
}
],
"constant_conditions": {
"Constant_Current": [
... | [
{
"Cathode(-)": [
{
"content": "C",
"SMILES": ""
}
]
},
{
"Cathode(-)": [
{
"content": "RVC",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202416132_si_6_table_0.json",
"doi": "10_1002_anie_202416132",
"best_yield": 97,
"best_effective_score": 97,
"best_entry_indices": [
"1"
],
"global_best_yield": 97,
"global_best_effective_score": 97,
"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202418901_si_13_table_0_q2 | single_varying | solvents | [
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "phenyl acetylene",
"SMILES": "C#Cc1ccccc1"
}
],
"products": [
{
"content": "benzylated vinyl boronate product",
"SMILES": "CC1(C)OB(C=C(CCc2ccccc2)c2ccccc2)OC1(C)C"
}
],
"constant_conditions": {
"atmosphere": [
{
"content... | [
{
"solvents": [
{
"content": "Acetonitrile",
"SMILES": "CC#N"
}
]
},
{
"solvents": [
{
"content": "DMF",
"SMILES": "CN(C)C=O"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202418901_si_13_table_0.json",
"doi": "10_1002_anie_202418901",
"best_yield": 87,
"best_effective_score": 87,
"best_entry_indices": [
"1"
],
"global_best_yield": 87,
"global_best_effective_score": 87,
"global_best_entry_indices": [
"1"
],
"total_entries_in_so... |
10_1002_anie_202418901_si_15_table_0_q1 | single_varying | reaction_time | [
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "phenyl acetylene",
"SMILES": "C#Cc1ccccc1"
}
],
"products": [
{
"content": "benzylated vinyl boronate product",
"SMILES": "CC1(C)OB(C=C(CCc2ccccc2)c2ccccc2)OC1(C)C"
}
],
"constant_conditions": {
"catalysts": [
{
"content"... | [
{
"reaction_time": [
{
"content": "1 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "8 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "12 h",
"SMILES": ""
}
]
}
] | [
2
] | {
"source_file": "10_1002_anie_202418901_si_15_table_0.json",
"doi": "10_1002_anie_202418901",
"best_yield": 87,
"best_effective_score": 87,
"best_entry_indices": [
"2"
],
"global_best_yield": 88,
"global_best_effective_score": 88,
"global_best_entry_indices": [
"1"
],
"total_entries_in_so... |
10_1002_anie_202420106_si_2_table_0_q1 | single_varying | catalysts | [
"catalysts",
"reagents"
] | {
"reactants": [
{
"content": "benzoic anhydride",
"SMILES": "O=C(OC(=O)c1ccccc1)c1ccccc1"
},
{
"content": "1-phenoxy-1-phenylprop-2-ene",
"SMILES": "C=C=COC(c1ccccc1)c1ccccc1"
}
],
"products": [
{
"content": "product with ketone and allylic ether",
"SMILES"... | [
{
"catalysts": [
{
"content": "Cu(CH3CN)4PF6",
"SMILES": ""
}
]
},
{
"catalysts": [
{
"content": "Cu(MeCN)4PF6",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202420106_si_2_table_0.json",
"doi": "10_1002_anie_202420106",
"best_yield": 89,
"best_effective_score": 88.555,
"best_entry_indices": [
"4"
],
"global_best_yield": 89,
"global_best_effective_score": 88.555,
"global_best_entry_indices": [
"4"
],
"total_entrie... |
10_1002_anie_202420106_si_2_table_0_q2 | single_varying | reagents | [
"catalysts",
"reagents"
] | {
"reactants": [
{
"content": "benzoic anhydride",
"SMILES": "O=C(OC(=O)c1ccccc1)c1ccccc1"
},
{
"content": "1-phenoxy-1-phenylprop-2-ene",
"SMILES": "C=C=COC(c1ccccc1)c1ccccc1"
}
],
"products": [
{
"content": "product with ketone and allylic ether",
"SMILES"... | [
{
"reagents": [
{
"content": "PMHS",
"SMILES": ""
},
{
"content": "KOtBu",
"SMILES": ""
}
]
},
{
"reagents": [
{
"content": "PMHS",
"SMILES": ""
},
{
"content": "Cs2CO3",
"SMILES": ""
}
... | [
1,
2
] | {
"source_file": "10_1002_anie_202420106_si_2_table_0.json",
"doi": "10_1002_anie_202420106",
"best_yield": 5,
"best_effective_score": 5,
"best_entry_indices": [
"6",
"2"
],
"global_best_yield": 89,
"global_best_effective_score": 88.555,
"global_best_entry_indices": [
"4"
],
"total_ent... |
10_1002_anie_202420106_si_3_table_0_q2 | single_varying | solvents | [
"catalysts",
"solvents"
] | {
"reactants": [
{
"content": "benzoic anhydride",
"SMILES": "O=C(OC(=O)c1ccccc1)c1ccccc1"
},
{
"content": "oxyallene with benzhydryl ether",
"SMILES": "C=C=COC(c1ccccc1)c1ccccc1"
}
],
"products": [
{
"content": "(R)-2-(Benzhydryloxy)-1-phenylbut-3-en-1-one",
... | [
{
"solvents": [
{
"content": "MeCN",
"SMILES": "CC#N"
}
]
},
{
"solvents": [
{
"content": "MeOH",
"SMILES": "CO"
},
{
"content": "THF",
"SMILES": "C1CCOC1"
}
]
},
{
"solvents": [
{
"content"... | [
0,
2
] | {
"source_file": "10_1002_anie_202420106_si_3_table_0.json",
"doi": "10_1002_anie_202420106",
"best_yield": 10,
"best_effective_score": 10,
"best_entry_indices": [
"1",
"4"
],
"global_best_yield": 87,
"global_best_effective_score": 82.65,
"global_best_entry_indices": [
"2"
],
"total_en... |
10_1002_anie_202420455_si_5_table_0_q2 | single_varying | cooling_heating_condition | [
"catalysts",
"cooling_heating_condition",
"light_condition",
"reaction_temperature",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "Ts-ABZ (HIR.1)",
"SMILES": "Cc1ccc(S(=O)(=O)N2C(=O)c3ccccc3I2N=[N+]=[N-])cc1"
},
{
"content": "1H-pyrazole",
"SMILES": "c1cn[nH]c1"
}
],
"products": [
{
"content"... | [
{
"cooling_heating_condition": [
{
"content": "cooled with ice/NaCl",
"SMILES": ""
}
]
},
{
"cooling_heating_condition": [
{
"content": "ice/NaCl for -20 °C",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202420455_si_5_table_0.json",
"doi": "10_1002_anie_202420455",
"best_yield": 64,
"best_effective_score": 64,
"best_entry_indices": [
"3"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202420455_si_5_table_1_q1 | single_varying | atmosphere | [
"atmosphere",
"catalysts",
"light_condition",
"reaction_temperature",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "Ts-ABZ (HIR.1)",
"SMILES": "Cc1ccc(S(=O)(=O)N2C(=O)c3ccccc3I2N=[N+]=[N-])cc1"
},
{
"content": "1H-pyrazole",
"SMILES": "c1cn[nH]c1"
}
],
"products": [
{
"content"... | [
{
"atmosphere": []
},
{
"atmosphere": [
{
"content": "argon",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202420455_si_5_table_1.json",
"doi": "10_1002_anie_202420455",
"best_yield": 64,
"best_effective_score": 64,
"best_entry_indices": [
"3"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"5"
],
"total_entries_in_sou... |
10_1002_anie_202420455_si_5_table_1_q5 | single_varying | reaction_temperature | [
"atmosphere",
"catalysts",
"light_condition",
"reaction_temperature",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "Ts-ABZ (HIR.1)",
"SMILES": "Cc1ccc(S(=O)(=O)N2C(=O)c3ccccc3I2N=[N+]=[N-])cc1"
},
{
"content": "1H-pyrazole",
"SMILES": "c1cn[nH]c1"
}
],
"products": [
{
"content"... | [
{
"reaction_temperature": [
{
"content": "-78 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "-20 °C",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202420455_si_5_table_1.json",
"doi": "10_1002_anie_202420455",
"best_yield": 58,
"best_effective_score": 58,
"best_entry_indices": [
"7"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"5"
],
"total_entries_in_sou... |
10_1002_anie_202420455_si_6_table_0_q2 | single_varying | light_condition | [
"catalysts",
"light_condition",
"reagents"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "Ts-ABZ (HIR.1)",
"SMILES": "Cc1ccc(S(=O)(=O)N2C(=O)c3ccccc3I2N=[N+]=[N-])cc1"
},
{
"content": "1H-pyrazole",
"SMILES": "c1cn[nH]c1"
}
],
"products": [
{
"content"... | [
{
"light_condition": [
{
"content": "no light",
"SMILES": ""
}
]
},
{
"light_condition": [
{
"content": "467 nm",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202420455_si_6_table_0.json",
"doi": "10_1002_anie_202420455",
"best_yield": 86,
"best_effective_score": 86,
"best_entry_indices": [
"1"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202420455_si_6_table_0_q3 | single_varying | reagents | [
"catalysts",
"light_condition",
"reagents"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "Ts-ABZ (HIR.1)",
"SMILES": "Cc1ccc(S(=O)(=O)N2C(=O)c3ccccc3I2N=[N+]=[N-])cc1"
},
{
"content": "1H-pyrazole",
"SMILES": "c1cn[nH]c1"
}
],
"products": [
{
"content"... | [
{
"reagents": [
{
"content": "BF3·OEt2",
"SMILES": "CCO.CCO[B-](F)(F)F"
}
]
},
{
"reagents": []
}
] | [
0
] | {
"source_file": "10_1002_anie_202420455_si_6_table_0.json",
"doi": "10_1002_anie_202420455",
"best_yield": 86,
"best_effective_score": 86,
"best_entry_indices": [
"1"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202421153_si_70_table_1_q1 | single_varying | ligand | [
"ligand",
"reaction_temperature",
"reaction_time"
] | {
"reactants": [
{
"content": "substrate with two phenylacetylene groups, methyl, and allylic alcohol with ether oxygen",
"SMILES": "C=C(CO)COC(C)(C#Cc1ccccc1)C#Cc1ccccc1"
}
],
"products": [
{
"content": "cyclized product with aldehyde, exocyclic alkene with phenyl, and retained phen... | [
{
"ligand": [
{
"content": "(R)-(S)-JosiPhos",
"SMILES": ""
}
]
},
{
"ligand": [
{
"content": "(S)-SegPhos",
"SMILES": "c1ccc(-c2ccc3c(c2)-c2c(-c4ccccc4)ccc(P(c4ccccc4)c4ccccc4)c2-3)cc1"
}
]
},
{
"ligand": [
{
"content... | [
3
] | {
"source_file": "10_1002_anie_202421153_si_70_table_1.json",
"doi": "10_1002_anie_202421153",
"best_yield": 93,
"best_effective_score": 64.17,
"best_entry_indices": [
"4"
],
"global_best_yield": 93,
"global_best_effective_score": 64.17,
"global_best_entry_indices": [
"4"
],
"total_entries... |
10_1002_anie_202421153_si_71_table_0_q1 | single_varying | catalysts | [
"catalysts",
"reaction_temperature",
"reaction_time",
"solvents"
] | {
"reactants": [
{
"content": "substrate with TsN and OH groups, diphenylacetylene moiety",
"SMILES": "Cc1ccc(S(=O)(=O)N(CC=CCO)C(C#Cc2ccccc2)(C#Cc2ccccc2)c2ccccc2)cc1"
}
],
"products": [
{
"content": "linear product with ketone",
"SMILES": "Cc1ccc(S(=O)(=O)N(CCCC=O)C(C#Cc2cccc... | [
{
"catalysts": [
{
"content": "Rh(COD)₂BArF",
"SMILES": "C1=CCCC=C1.C1=CCCC=C1.Fc1c(F)c(F)c([B-](c2c(F)c(F)c(F)c(F)c2F)(c2c(F)c(F)c(F)c(F)c2F)c2c(F)c(F)c(F)c(F)c2F)c(F)c1F.[Rh+2]"
}
]
},
{
"catalysts": [
{
"content": "Rh(COD)₂SbF₆",
"SMILES": "C1=CCC... | [
4
] | {
"source_file": "10_1002_anie_202421153_si_71_table_0.json",
"doi": "10_1002_anie_202421153",
"best_yield": 55,
"best_effective_score": 55,
"best_entry_indices": [
"10"
],
"global_best_yield": 87,
"global_best_effective_score": 87,
"global_best_entry_indices": [
"16"
],
"total_entries_in_... |
10_1002_anie_202421153_si_71_table_0_q5 | single_varying | solvents | [
"catalysts",
"reaction_temperature",
"reaction_time",
"solvents"
] | {
"reactants": [
{
"content": "substrate with TsN and OH groups, diphenylacetylene moiety",
"SMILES": "Cc1ccc(S(=O)(=O)N(CC=CCO)C(C#Cc2ccccc2)(C#Cc2ccccc2)c2ccccc2)cc1"
}
],
"products": [
{
"content": "linear product with ketone",
"SMILES": "Cc1ccc(S(=O)(=O)N(CCCC=O)C(C#Cc2cccc... | [
{
"solvents": [
{
"content": "toluene",
"SMILES": "Cc1ccccc1"
}
]
},
{
"solvents": [
{
"content": "THF",
"SMILES": "C1CCOC1"
}
]
},
{
"solvents": [
{
"content": "dioxane",
"SMILES": "C1COCCO1"
}
]
}... | [
0
] | {
"source_file": "10_1002_anie_202421153_si_71_table_0.json",
"doi": "10_1002_anie_202421153",
"best_yield": 55,
"best_effective_score": 55,
"best_entry_indices": [
"10"
],
"global_best_yield": 87,
"global_best_effective_score": 87,
"global_best_entry_indices": [
"16"
],
"total_entries_in_... |
10_1002_anie_202421153_si_75_table_0_q2 | single_varying | reagents | [
"catalysts",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-tosyl enyne with Z-allylic alcohol",
"SMILES": "Cc1ccc(S(=O)(=O)N(CC=CCO)C(C#Cc2ccccc2)(C#Cc2ccccc2)c2ccccc2)cc1"
}
],
"products": [
{
"content": "cyclopentene product with aldehyde",
"SMILES": "Cc1ccc(S(=O)(=O)N2CC(CC=O)C(=Cc3ccccc3)C2(C#Cc2ccc... | [
{
"reagents": [
{
"content": "AgOTf",
"SMILES": "O=S(=O)([O-])C(F)(F)F.[Ag+]"
}
]
},
{
"reagents": [
{
"content": "AgBF4",
"SMILES": "F[B-](F)(F)F.[Ag+]"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202421153_si_75_table_0.json",
"doi": "10_1002_anie_202421153",
"best_yield": 98,
"best_effective_score": 88.8615,
"best_entry_indices": [
"2"
],
"global_best_yield": 98,
"global_best_effective_score": 88.8615,
"global_best_entry_indices": [
"1",
"2"
],
"... |
10_1002_anie_202421235_si_27_table_0_q5 | single_varying | reagents | [
"reaction_temperature",
"reagents"
] | {
"reactants": [
{
"content": "cyclopropane with Et, Me, and Ph substituents",
"SMILES": "CCC1(C)C2CC21c1ccccc1"
}
],
"products": [
{
"content": "cyclobutane product with PhMe2Si group",
"SMILES": "CCC1(C)C(c2ccccc2)CC1[Si](C)(C)c1ccccc1"
}
],
"constant_conditions": {},... | [
{
"reagents": [
{
"content": "PhMe2SiLi",
"SMILES": "[Li][Si](C)(C)c1ccccc1"
},
{
"content": "TMEDA",
"SMILES": "CN(C)CCN(C)C"
}
]
},
{
"reagents": [
{
"content": "PhMe2SiLi",
"SMILES": "[Li][Si](C)(C)c1ccccc1"
},
... | [
2
] | {
"source_file": "10_1002_anie_202421235_si_27_table_0.json",
"doi": "10_1002_anie_202421235",
"best_yield": 61,
"best_effective_score": 53.4691358025,
"best_entry_indices": [
"8"
],
"global_best_yield": 73,
"global_best_effective_score": 53.4691358025,
"global_best_entry_indices": [
"8"
],
... |
10_1002_anie_202421872_si_4_table_0_q2 | single_varying | reagents | [
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "silyl enol ether substrate with trifluoromethylphenyl group",
"SMILES": "C[Si](C)(C)OC(=C1CCCC1)c1ccc(C(F)(F)F)cc1"
}
],
"products": [
{
"content": "α,β-unsaturated ketone product (cyclopentenone derivative)",
"SMILES": "O=C(C1=CCCC1)c1ccc(C(F)(F)... | [
{
"reagents": [
{
"content": "PIDA",
"SMILES": "CC(=O)OI(OC(C)=O)c1ccccc1"
},
{
"content": "Me3SiOTf",
"SMILES": "C[Si](C)(C)OS(=O)(=O)C(F)(F)F"
}
]
},
{
"reagents": [
{
"content": "PIFA/Me3SiOTf",
"SMILES": ""
},
... | [
2
] | {
"source_file": "10_1002_anie_202421872_si_4_table_0.json",
"doi": "10_1002_anie_202421872",
"best_yield": 75,
"best_effective_score": 75,
"best_entry_indices": [
"12"
],
"global_best_yield": 75,
"global_best_effective_score": 75,
"global_best_entry_indices": [
"12"
],
"total_entries_in_s... |
10_1002_anie_202421872_si_4_table_0_q3 | single_varying | solvents | [
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "silyl enol ether substrate with trifluoromethylphenyl group",
"SMILES": "C[Si](C)(C)OC(=C1CCCC1)c1ccc(C(F)(F)F)cc1"
}
],
"products": [
{
"content": "α,β-unsaturated ketone product (cyclopentenone derivative)",
"SMILES": "O=C(C1=CCCC1)c1ccc(C(F)(F)... | [
{
"solvents": [
{
"content": "1,2-DCE",
"SMILES": "ClCCCl"
}
]
},
{
"solvents": [
{
"content": "CHCl3",
"SMILES": "ClC(Cl)Cl"
}
]
},
{
"solvents": [
{
"content": "MeNO2",
"SMILES": "C[N+](=O)[O-]"
}
]... | [
8
] | {
"source_file": "10_1002_anie_202421872_si_4_table_0.json",
"doi": "10_1002_anie_202421872",
"best_yield": 26,
"best_effective_score": 26,
"best_entry_indices": [
"3"
],
"global_best_yield": 75,
"global_best_effective_score": 75,
"global_best_entry_indices": [
"12"
],
"total_entries_in_so... |
10_1002_anie_202422876_si_28_table_0_q1 | single_varying | Cathode(-) | [
"Cathode(-)",
"Current_Density",
"Electrolyte",
"Main_Mode",
"Reaction_Type",
"catalysts",
"ligand",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "(E)-4,5-dimethoxy-2-(naphthalen-1-yl)benzaldehyde O-methyl oxime",
"SMILES": "CON=Cc1cc(OC)c(OC)cc1-c1cccc2ccccc12"
},
{
"content": "n-butyl acrylate",
"SMILES": "C=CC(=O)OCCCC"
}
],
"products": [
{
"content": "atroposelective C-H el... | [
{
"Cathode(-)": [
{
"content": "Ni",
"SMILES": ""
}
]
},
{
"Cathode(-)": [
{
"content": "Pt plate",
"SMILES": ""
}
]
},
{
"Cathode(-)": [
{
"content": "Steel",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202422876_si_28_table_0.json",
"doi": "10_1002_anie_202422876",
"best_yield": 66,
"best_effective_score": 65.34,
"best_entry_indices": [
"1"
],
"global_best_yield": 66,
"global_best_effective_score": 65.34,
"global_best_entry_indices": [
"1"
],
"total_entries... |
10_1002_anie_202422876_si_28_table_0_q3 | single_varying | Current_Density | [
"Cathode(-)",
"Current_Density",
"Electrolyte",
"Main_Mode",
"Reaction_Type",
"catalysts",
"ligand",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "(E)-4,5-dimethoxy-2-(naphthalen-1-yl)benzaldehyde O-methyl oxime",
"SMILES": "CON=Cc1cc(OC)c(OC)cc1-c1cccc2ccccc12"
},
{
"content": "n-butyl acrylate",
"SMILES": "C=CC(=O)OCCCC"
}
],
"products": [
{
"content": "atroposelective C-H el... | [
{
"Current_Density": [
{
"content": "0.816 mA/cm^2",
"SMILES": ""
}
]
},
{
"Current_Density": [
{
"content": "2.448 mA/cm^2",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202422876_si_28_table_0.json",
"doi": "10_1002_anie_202422876",
"best_yield": 50,
"best_effective_score": 48,
"best_entry_indices": [
"4"
],
"global_best_yield": 66,
"global_best_effective_score": 65.34,
"global_best_entry_indices": [
"1"
],
"total_entries_in... |
10_1002_anie_202422876_si_28_table_0_q4 | single_varying | Electrolyte | [
"Cathode(-)",
"Current_Density",
"Electrolyte",
"Main_Mode",
"Reaction_Type",
"catalysts",
"ligand",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "(E)-4,5-dimethoxy-2-(naphthalen-1-yl)benzaldehyde O-methyl oxime",
"SMILES": "CON=Cc1cc(OC)c(OC)cc1-c1cccc2ccccc12"
},
{
"content": "n-butyl acrylate",
"SMILES": "C=CC(=O)OCCCC"
}
],
"products": [
{
"content": "atroposelective C-H el... | [
{
"Electrolyte": [
{
"content": "TBAPF6 (2 equiv)",
"SMILES": ""
}
]
},
{
"Electrolyte": [
{
"content": "TBAPF6 (2 equiv.)",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202422876_si_28_table_0.json",
"doi": "10_1002_anie_202422876",
"best_yield": 66,
"best_effective_score": 65.34,
"best_entry_indices": [
"1"
],
"global_best_yield": 66,
"global_best_effective_score": 65.34,
"global_best_entry_indices": [
"1"
],
"total_entries... |
10_1002_anie_202422876_si_28_table_0_q8 | single_varying | ligand | [
"Cathode(-)",
"Current_Density",
"Electrolyte",
"Main_Mode",
"Reaction_Type",
"catalysts",
"ligand",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "(E)-4,5-dimethoxy-2-(naphthalen-1-yl)benzaldehyde O-methyl oxime",
"SMILES": "CON=Cc1cc(OC)c(OC)cc1-c1cccc2ccccc12"
},
{
"content": "n-butyl acrylate",
"SMILES": "C=CC(=O)OCCCC"
}
],
"products": [
{
"content": "atroposelective C-H el... | [
{
"ligand": [
{
"content": "Fmoc-L-Ile-OH (L1)",
"SMILES": "CCC(C)C(NC(=O)OC1c2ccccc2-c2ccccc21)C(=O)O"
}
]
},
{
"ligand": [
{
"content": "N-Boc-L-Asp-OH",
"SMILES": "CC(C)(C)OC(=O)NC(CC(=O)O)C(=O)O"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202422876_si_28_table_0.json",
"doi": "10_1002_anie_202422876",
"best_yield": 66,
"best_effective_score": 65.34,
"best_entry_indices": [
"1"
],
"global_best_yield": 66,
"global_best_effective_score": 65.34,
"global_best_entry_indices": [
"1"
],
"total_entries... |
10_1002_anie_202422876_si_28_table_0_q9 | single_varying | reaction_time | [
"Cathode(-)",
"Current_Density",
"Electrolyte",
"Main_Mode",
"Reaction_Type",
"catalysts",
"ligand",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "(E)-4,5-dimethoxy-2-(naphthalen-1-yl)benzaldehyde O-methyl oxime",
"SMILES": "CON=Cc1cc(OC)c(OC)cc1-c1cccc2ccccc12"
},
{
"content": "n-butyl acrylate",
"SMILES": "C=CC(=O)OCCCC"
}
],
"products": [
{
"content": "atroposelective C-H el... | [
{
"reaction_time": [
{
"content": "24 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "15 h",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202422876_si_28_table_0.json",
"doi": "10_1002_anie_202422876",
"best_yield": 66,
"best_effective_score": 65.34,
"best_entry_indices": [
"1"
],
"global_best_yield": 66,
"global_best_effective_score": 65.34,
"global_best_entry_indices": [
"1"
],
"total_entries... |
10_1002_anie_202423795_si_19_table_0_q1 | single_varying | catalysts | [
"catalysts"
] | {
"reactants": [
{
"content": "1-phenylbutan-2-ol",
"SMILES": "CC(O)CCc1ccccc1"
},
{
"content": "N-(tert-butoxy)-2-oxocyclobutane-1-carboximidate",
"SMILES": "CC(C)(C)OC(=O)ON=C1CCC1"
}
],
"products": [
{
"content": "(S)-5-phenyloctanenitrile",
"SMILES": "CC... | [
{
"catalysts": [
{
"content": "Michler's ketone",
"SMILES": "CN(C)c1ccc(C(=O)c2ccc(N(C)C)cc2)cc1"
},
{
"content": "Ni(acac)2",
"SMILES": "CC(=O)C=C(C)[O-].CC(=O)C=C(C)[O-].[Ni+2]"
}
]
},
{
"catalysts": [
{
"content": "Ni(acac)2",
... | [
7
] | {
"source_file": "10_1002_anie_202423795_si_19_table_0.json",
"doi": "10_1002_anie_202423795",
"best_yield": 75,
"best_effective_score": 75,
"best_entry_indices": [
"9"
],
"global_best_yield": 75,
"global_best_effective_score": 75,
"global_best_entry_indices": [
"9"
],
"total_entries_in_so... |
10_1002_anie_202424459_si_9_table_0_q1 | single_varying | atmosphere | [
"atmosphere",
"catalysts",
"light_condition",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "tert-butyl substituted aromatic aldehyde with tertiary carbon bearing the aldehyde",
"SMILES": "CC(C)(C=O)Cc1ccc(C(C)(C)C)cc1"
}
],
"products": [
{
"content": "decarbonylated product, alkane with hydrogen replacing the aldehyde",
"SMILES": "CC(C)C... | [
{
"atmosphere": [
{
"content": "argon (degassed by bubbling argon during 30s)",
"SMILES": ""
}
]
},
{
"atmosphere": []
}
] | [
0
] | {
"source_file": "10_1002_anie_202424459_si_9_table_0.json",
"doi": "10_1002_anie_202424459",
"best_yield": 87,
"best_effective_score": 87,
"best_entry_indices": [
"3"
],
"global_best_yield": 87,
"global_best_effective_score": 87,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202424459_si_9_table_0_q4 | single_varying | reaction_time | [
"catalysts",
"light_condition",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "tert-butyl substituted aromatic aldehyde with tertiary carbon bearing the aldehyde",
"SMILES": "CC(C)(C=O)Cc1ccc(C(C)(C)C)cc1"
}
],
"products": [
{
"content": "decarbonylated product, alkane with hydrogen replacing the aldehyde",
"SMILES": "CC(C)C... | [
{
"reaction_time": [
{
"content": "24 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "72 h",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202424459_si_9_table_0.json",
"doi": "10_1002_anie_202424459",
"best_yield": 70,
"best_effective_score": 70,
"best_entry_indices": [
"2"
],
"global_best_yield": 87,
"global_best_effective_score": 87,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202424459_si_9_table_0_q5 | single_varying | reagents | [
"catalysts",
"light_condition",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "tert-butyl substituted aromatic aldehyde with tertiary carbon bearing the aldehyde",
"SMILES": "CC(C)(C=O)Cc1ccc(C(C)(C)C)cc1"
}
],
"products": [
{
"content": "decarbonylated product, alkane with hydrogen replacing the aldehyde",
"SMILES": "CC(C)C... | [
{
"reagents": [
{
"content": "PhSH",
"SMILES": "Sc1ccccc1"
}
]
},
{
"reagents": [
{
"content": "diphenyl disulfide",
"SMILES": "c1ccc(SSc2ccccc2)cc1"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202424459_si_9_table_0.json",
"doi": "10_1002_anie_202424459",
"best_yield": 70,
"best_effective_score": 70,
"best_entry_indices": [
"6"
],
"global_best_yield": 87,
"global_best_effective_score": 87,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202424959_si_6_table_0_q1 | single_varying | catalysts | [
"catalysts",
"ligand",
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "linear precursor with ketone and alcohol",
"SMILES": "CCCCC(CO)CCCCC(=O)c1c(C)c(C)c(C)c(C)c1C"
}
],
"products": [
{
"content": "cyclized product with methyl substituent",
"SMILES": "CCCCC1CCCC(C(=O)c2c(C)c(C)c(C)c(C)c2C)C1"
}
],
"constant_... | [
{
"catalysts": [
{
"content": "Ir(cod)acac",
"SMILES": "C1=CCCC=C1.C1=CCCC=C1.CC(=O)C=C(C)[O-].[Ir]"
}
]
},
{
"catalysts": [
{
"content": "[Ir(coe)2Cl]2",
"SMILES": "C(=C\\C1CCCCC1)\\C1CCCCC1.C(=C\\C1CCCCC1)\\C1CCCCC1.Cl[Ir]1(Cl)[Ir](Cl)(Cl)1"
... | [
0
] | {
"source_file": "10_1002_anie_202424959_si_6_table_0.json",
"doi": "10_1002_anie_202424959",
"best_yield": 87,
"best_effective_score": 69.6696,
"best_entry_indices": [
"25"
],
"global_best_yield": 87,
"global_best_effective_score": 69.6696,
"global_best_entry_indices": [
"25",
"39",
"... |
10_1002_anie_202424959_si_6_table_0_q2 | single_varying | ligand | [
"catalysts",
"ligand",
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "linear precursor with ketone and alcohol",
"SMILES": "CCCCC(CO)CCCCC(=O)c1c(C)c(C)c(C)c(C)c1C"
}
],
"products": [
{
"content": "cyclized product with methyl substituent",
"SMILES": "CCCCC1CCCC(C(=O)c2c(C)c(C)c(C)c(C)c2C)C1"
}
],
"constant_... | [
{
"ligand": [
{
"content": "(R)-SYNPHOS",
"SMILES": "c1ccc(-c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3c2CCCC3)cc1"
}
]
},
{
"ligand": [
{
"content": "(R)-DTBM-GARPHOS",
"SMILES": ""
}
]
},
{
"ligand": [
{
"content": "... | [
4,
7
] | {
"source_file": "10_1002_anie_202424959_si_6_table_0.json",
"doi": "10_1002_anie_202424959",
"best_yield": 87,
"best_effective_score": 69.6696,
"best_entry_indices": [
"25",
"42"
],
"global_best_yield": 87,
"global_best_effective_score": 69.6696,
"global_best_entry_indices": [
"25",
"... |
10_1002_anie_202424959_si_6_table_0_q3 | single_varying | reaction_temperature | [
"catalysts",
"ligand",
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "linear precursor with ketone and alcohol",
"SMILES": "CCCCC(CO)CCCCC(=O)c1c(C)c(C)c(C)c(C)c1C"
}
],
"products": [
{
"content": "cyclized product with methyl substituent",
"SMILES": "CCCCC1CCCC(C(=O)c2c(C)c(C)c(C)c(C)c2C)C1"
}
],
"constant_... | [
{
"reaction_temperature": [
{
"content": "110 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "80 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "90 °C",
"SMILES": ""
... | [
0
] | {
"source_file": "10_1002_anie_202424959_si_6_table_0.json",
"doi": "10_1002_anie_202424959",
"best_yield": 87,
"best_effective_score": 69.6696,
"best_entry_indices": [
"25"
],
"global_best_yield": 87,
"global_best_effective_score": 69.6696,
"global_best_entry_indices": [
"25",
"39",
"... |
10_1002_anie_202424959_si_6_table_0_q4 | single_varying | reagents | [
"catalysts",
"ligand",
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "linear precursor with ketone and alcohol",
"SMILES": "CCCCC(CO)CCCCC(=O)c1c(C)c(C)c(C)c(C)c1C"
}
],
"products": [
{
"content": "cyclized product with methyl substituent",
"SMILES": "CCCCC1CCCC(C(=O)c2c(C)c(C)c(C)c(C)c2C)C1"
}
],
"constant_... | [
{
"reagents": [
{
"content": "NaOH",
"SMILES": "[Na+].[OH-]"
}
]
},
{
"reagents": [
{
"content": "LiOtBu",
"SMILES": "C[C-](C)C.[Li+]"
}
]
},
{
"reagents": [
{
"content": "KOtBu",
"SMILES": "C[C-](C)C.[K+]"
... | [
2
] | {
"source_file": "10_1002_anie_202424959_si_6_table_0.json",
"doi": "10_1002_anie_202424959",
"best_yield": 87,
"best_effective_score": 69.6696,
"best_entry_indices": [
"25"
],
"global_best_yield": 87,
"global_best_effective_score": 69.6696,
"global_best_entry_indices": [
"25",
"39",
"... |
10_1002_anie_202424959_si_6_table_0_q5 | single_varying | solvents | [
"catalysts",
"ligand",
"reaction_temperature",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "linear precursor with ketone and alcohol",
"SMILES": "CCCCC(CO)CCCCC(=O)c1c(C)c(C)c(C)c(C)c1C"
}
],
"products": [
{
"content": "cyclized product with methyl substituent",
"SMILES": "CCCCC1CCCC(C(=O)c2c(C)c(C)c(C)c(C)c2C)C1"
}
],
"constant_... | [
{
"solvents": [
{
"content": "tBuOH",
"SMILES": "CC(C)(C)O"
}
]
},
{
"solvents": [
{
"content": "Heptane",
"SMILES": "CCCCCCC"
}
]
},
{
"solvents": [
{
"content": "1,4-dioxane",
"SMILES": "C1COCCO1"
}
... | [
0
] | {
"source_file": "10_1002_anie_202424959_si_6_table_0.json",
"doi": "10_1002_anie_202424959",
"best_yield": 87,
"best_effective_score": 69.6696,
"best_entry_indices": [
"25"
],
"global_best_yield": 87,
"global_best_effective_score": 69.6696,
"global_best_entry_indices": [
"25",
"39",
"... |
10_1002_anie_202500203_si_14_table_0_q1 | single_varying | Anode(+) | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"Reaction_Type",
"ligand",
"reaction_time"
] | {
"reactants": [
{
"content": "coumarin",
"SMILES": "O=c1ccc2ccccc2o1"
}
],
"products": [
{
"content": "cyclopropane-fused coumarin",
"SMILES": "O=C1Oc2ccccc2C2CC12"
}
],
"constant_conditions": {
"Current_Density": [
{
"content": "0.9 mA·cm⁻²",
... | [
{
"Anode(+)": [
{
"content": "Zn",
"SMILES": ""
}
]
},
{
"Anode(+)": [
{
"content": "SS",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202500203_si_14_table_0.json",
"doi": "10_1002_anie_202500203",
"best_yield": 84,
"best_effective_score": 84,
"best_entry_indices": [
"1"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"2"
],
"total_entries_in_so... |
10_1002_anie_202500203_si_14_table_0_q2 | single_varying | Cathode(-) | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"Reaction_Type",
"ligand",
"reaction_time"
] | {
"reactants": [
{
"content": "coumarin",
"SMILES": "O=c1ccc2ccccc2o1"
}
],
"products": [
{
"content": "cyclopropane-fused coumarin",
"SMILES": "O=C1Oc2ccccc2C2CC12"
}
],
"constant_conditions": {
"Current_Density": [
{
"content": "0.9 mA·cm⁻²",
... | [
{
"Cathode(-)": [
{
"content": "Gr.",
"SMILES": ""
}
]
},
{
"Cathode(-)": [
{
"content": "Cu",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202500203_si_14_table_0.json",
"doi": "10_1002_anie_202500203",
"best_yield": 84,
"best_effective_score": 84,
"best_entry_indices": [
"1"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"2"
],
"total_entries_in_so... |
10_1002_anie_202500203_si_14_table_0_q5 | single_varying | ligand | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"Reaction_Type",
"ligand",
"reaction_time"
] | {
"reactants": [
{
"content": "coumarin",
"SMILES": "O=c1ccc2ccccc2o1"
}
],
"products": [
{
"content": "cyclopropane-fused coumarin",
"SMILES": "O=C1Oc2ccccc2C2CC12"
}
],
"constant_conditions": {
"Current_Density": [
{
"content": "0.9 mA·cm⁻²",
... | [
{
"ligand": [
{
"content": "iPr-PyBOX",
"SMILES": "CC(C)c1noc(C(C)C)c1-c1ccccn1"
}
]
},
{
"ligand": [
{
"content": "Bn-PyBOX",
"SMILES": "c1ccc(Cc2noc(Cc3ccccc3)c2-c2ccccn2)cc1"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202500203_si_14_table_0.json",
"doi": "10_1002_anie_202500203",
"best_yield": 84,
"best_effective_score": 84,
"best_entry_indices": [
"1"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"2"
],
"total_entries_in_so... |
10_1002_anie_202500203_si_14_table_0_q7 | single_varying | reagents | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"Reaction_Type",
"ligand",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "coumarin",
"SMILES": "O=c1ccc2ccccc2o1"
}
],
"products": [
{
"content": "cyclopropane-fused coumarin",
"SMILES": "O=C1Oc2ccccc2C2CC12"
}
],
"constant_conditions": {
"Current_Density": [
{
"content": "0.9 mA·cm⁻²",
... | [
{
"reagents": []
},
{
"reagents": [
{
"content": "nBu4NBF4",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202500203_si_14_table_0.json",
"doi": "10_1002_anie_202500203",
"best_yield": 86,
"best_effective_score": 86,
"best_entry_indices": [
"2"
],
"global_best_yield": 86,
"global_best_effective_score": 86,
"global_best_entry_indices": [
"2"
],
"total_entries_in_so... |
10_1002_anie_202500436_si_3_table_0_q1 | single_varying | catalysts | [
"catalysts",
"ligand",
"reaction_temperature"
] | {
"reactants": [
{
"content": "1-diazo-2-naphthalenone",
"SMILES": "[N-]=[N+]=C1C(=O)C=Cc2ccccc21"
},
{
"content": "phosphine oxide with methoxy substituent",
"SMILES": "COc1ccc([PH](=O)c2cccc3ccccc23)cc1"
}
],
"products": [
{
"content": "phosphine oxide fused nap... | [
{
"catalysts": [
{
"content": "Ni(OAc)2",
"SMILES": "CC(=O)[O][Ni][O]C(C)=O"
}
]
},
{
"catalysts": [
{
"content": "Pd(OAc)2",
"SMILES": "CC(=O)[O][Pd][O]C(C)=O"
}
]
},
{
"catalysts": [
{
"content": "[Rh(cod)OAc]2",
... | [
2
] | {
"source_file": "10_1002_anie_202500436_si_3_table_0.json",
"doi": "10_1002_anie_202500436",
"best_yield": 75,
"best_effective_score": 75,
"best_entry_indices": [
"4"
],
"global_best_yield": 85,
"global_best_effective_score": 85,
"global_best_entry_indices": [
"9"
],
"total_entries_in_sou... |
10_1002_anie_202500436_si_3_table_0_q2 | single_varying | ligand | [
"catalysts",
"ligand",
"reaction_temperature"
] | {
"reactants": [
{
"content": "1-diazo-2-naphthalenone",
"SMILES": "[N-]=[N+]=C1C(=O)C=Cc2ccccc21"
},
{
"content": "phosphine oxide with methoxy substituent",
"SMILES": "COc1ccc([PH](=O)c2cccc3ccccc23)cc1"
}
],
"products": [
{
"content": "phosphine oxide fused nap... | [
{
"ligand": [
{
"content": "BINAP",
"SMILES": "c1ccc(-c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1"
}
]
},
{
"ligand": [
{
"content": "DPPP",
"SMILES": "c1ccc(P(CCCCP(c2ccccc2)c2ccccc2)c2ccccc2)cc1"
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202500436_si_3_table_0.json",
"doi": "10_1002_anie_202500436",
"best_yield": 75,
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"best_entry_indices": [
"4"
],
"global_best_yield": 85,
"global_best_effective_score": 85,
"global_best_entry_indices": [
"9"
],
"total_entries_in_sou... |
10_1002_anie_202501806_si_19_table_0_q2 | single_varying | catalysts | [
"atmosphere",
"catalysts"
] | {
"reactants": [
{
"content": "N-hydroxyimine with methoxy substituent on phenyl ring",
"SMILES": "COc1ccc(C(C)=NO)cc1"
},
{
"content": "chalcone (α,β-unsaturated ketone)",
"SMILES": "O=CC=Cc1ccccc1"
}
],
"products": [
{
"content": "major isomer of pyridine produc... | [
{
"catalysts": [
{
"content": "CuOAc",
"SMILES": "CC(=O)[O][Cu]"
},
{
"content": "[Ru(bpz)3][PF6]2",
"SMILES": "F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.[Ru+2].c1cnc(-c2ccnc(-c3ncccn3)n2)nc1"
}
]
},
{
"catalysts": [
{
"content": "CuO... | [
2
] | {
"source_file": "10_1002_anie_202501806_si_19_table_0.json",
"doi": "10_1002_anie_202501806",
"best_yield": 73,
"best_effective_score": 70.8529411765,
"best_entry_indices": [
"8"
],
"global_best_yield": 73,
"global_best_effective_score": 70.8529411765,
"global_best_entry_indices": [
"6",
... |
10_1002_anie_202501806_si_20_table_0_q3 | single_varying | solvents | [
"atmosphere",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyimine with methoxy substituent on phenyl ring",
"SMILES": "COc1ccc(C(C)=NO)cc1"
},
{
"content": "chalcone (α,β-unsaturated ketone with two phenyl groups)",
"SMILES": "O=C/C=C/c1ccccc1"
}
],
"products": [
{
"content": "pyridi... | [
{
"solvents": [
{
"content": "DCE",
"SMILES": "ClCCCl"
}
]
},
{
"solvents": [
{
"content": "acetone",
"SMILES": "CC(C)=O"
}
]
},
{
"solvents": [
{
"content": "1,4-dioxane",
"SMILES": "C1COCCO1"
}
]
... | [
0
] | {
"source_file": "10_1002_anie_202501806_si_20_table_0.json",
"doi": "10_1002_anie_202501806",
"best_yield": 1,
"best_effective_score": 1,
"best_entry_indices": [
"7"
],
"global_best_yield": 82,
"global_best_effective_score": 79.5882352941,
"global_best_entry_indices": [
"1"
],
"total_entr... |
10_1002_anie_202501806_si_20_table_1_q1 | single_varying | catalysts | [
"catalysts",
"light_condition"
] | {
"reactants": [
{
"content": "N-hydroxyimine with methoxy substituent on phenyl ring",
"SMILES": "COc1ccc(C(C)=NO)cc1"
},
{
"content": "chalcone (α,β-unsaturated ketone with two phenyl groups)",
"SMILES": "O=CC=Cc1ccccc1"
}
],
"products": [
{
"content": "pyridine... | [
{
"catalysts": [
{
"content": "Cu(OAc)2",
"SMILES": "CC(=O)[O][Cu][O]C(C)=O"
}
]
},
{
"catalysts": [
{
"content": "[Cu(MeCN)4][BF4]",
"SMILES": "F[B-](F)(F)F.N#CC#N.N#CC#N.[Cu+]"
}
]
},
{
"catalysts": [
{
"content": "C... | [
5
] | {
"source_file": "10_1002_anie_202501806_si_20_table_1.json",
"doi": "10_1002_anie_202501806",
"best_yield": 82,
"best_effective_score": 79.5882352941,
"best_entry_indices": [
"8"
],
"global_best_yield": 82,
"global_best_effective_score": 79.5882352941,
"global_best_entry_indices": [
"8"
],
... |
10_1002_anie_202501806_si_21_table_0_q2 | single_varying | reagents | [
"atmosphere",
"reagents"
] | {
"reactants": [
{
"content": "N-hydroxyimine with methoxy substituent on phenyl ring",
"SMILES": "COc1ccc(C(C)=NO)cc1"
},
{
"content": "chalcone (α,β-unsaturated ketone with two phenyl groups)",
"SMILES": "O=CC=Cc1ccccc1"
}
],
"products": [
{
"content": "2,4-disu... | [
{
"reagents": [
{
"content": "N,N-diethylmethylamine",
"SMILES": "CCN(C)CC"
}
]
},
{
"reagents": []
},
{
"reagents": [
{
"content": "DMAP",
"SMILES": "CN(C)c1ccncc1"
}
]
},
{
"reagents": [
{
"content": "DIPEA",... | [
6
] | {
"source_file": "10_1002_anie_202501806_si_21_table_0.json",
"doi": "10_1002_anie_202501806",
"best_yield": 82,
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"best_entry_indices": [
"5"
],
"global_best_yield": 82,
"global_best_effective_score": 79.5882352941,
"global_best_entry_indices": [
"5"
],
... |
10_1002_anie_202501806_si_22_table_0_q2 | single_varying | light_condition | [
"atmosphere",
"light_condition",
"reagents"
] | {
"reactants": [
{
"content": "N-hydroxyimine with methoxy substituent on phenyl ring",
"SMILES": "COc1ccc(C(C)=NO)cc1"
},
{
"content": "chalcone (α,β-unsaturated ketone)",
"SMILES": "O=CC=Cc1ccccc1"
}
],
"products": [
{
"content": "2,3-diarylpyridine isomer",
... | [
{
"light_condition": [
{
"content": "450-465 nm",
"SMILES": ""
}
]
},
{
"light_condition": [
{
"content": "green LEDs (9W, 530-565 nm)",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202501806_si_22_table_0.json",
"doi": "10_1002_anie_202501806",
"best_yield": 82,
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"3"
],
"global_best_yield": 82,
"global_best_effective_score": 79.5882352941,
"global_best_entry_indices": [
"3"
],
... |
10_1002_anie_202501806_si_23_table_0_q4 | single_varying | reagents | [
"atmosphere",
"catalysts",
"light_condition",
"reagents"
] | {
"reactants": [
{
"content": "N-hydroxyimine with methoxy substituent on phenyl ring",
"SMILES": "COc1ccc(C(C)=NO)cc1"
},
{
"content": "chalcone (enone with two phenyl groups)",
"SMILES": "O=CC=Cc1ccccc1"
}
],
"products": [
{
"content": "2,3-disubstituted pyridin... | [
{
"reagents": [
{
"content": "DMIPA",
"SMILES": "CC(C)N(C)C"
},
{
"content": "DMP",
"SMILES": ""
}
]
},
{
"reagents": [
{
"content": "DMP",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202501806_si_23_table_0.json",
"doi": "10_1002_anie_202501806",
"best_yield": 82,
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"best_entry_indices": [
"1"
],
"global_best_yield": 82,
"global_best_effective_score": 79.5882352941,
"global_best_entry_indices": [
"1"
],
... |
10_1002_anie_202503056_si_19_table_0_q1 | single_varying | reaction_temperature | [
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "3-phenylcyclobutanone",
"SMILES": "O=C1CC(c2ccccc2)C1"
}
],
"products": [
{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutanone",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
"constant_conditions": {
"catalys... | [
{
"reaction_temperature": [
{
"content": "0 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "rt",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202503056_si_19_table_0.json",
"doi": "10_1002_anie_202503056",
"best_yield": 88,
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"best_entry_indices": [
"3"
],
"global_best_yield": 90,
"global_best_effective_score": 70.47,
"global_best_entry_indices": [
"3"
],
"total_entries... |
10_1002_anie_202503056_si_19_table_0_q2 | single_varying | reaction_time | [
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "3-phenylcyclobutanone",
"SMILES": "O=C1CC(c2ccccc2)C1"
}
],
"products": [
{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutanone",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
"constant_conditions": {
"catalys... | [
{
"reaction_time": [
{
"content": "24 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "6 h",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202503056_si_19_table_0.json",
"doi": "10_1002_anie_202503056",
"best_yield": 87,
"best_effective_score": 70.47,
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"3"
],
"global_best_yield": 90,
"global_best_effective_score": 70.47,
"global_best_entry_indices": [
"3"
],
"total_entries... |
10_1002_anie_202503056_si_19_table_0_q3 | single_varying | reagents | [
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "3-phenylcyclobutanone",
"SMILES": "O=C1CC(c2ccccc2)C1"
}
],
"products": [
{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutanone",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
"constant_conditions": {
"catalys... | [
{
"reagents": [
{
"content": "DPPH",
"SMILES": "O=[N+]([O-])c1ccc(N(c2ccc([N+](=O)[O-])cc2)c2ccc([N+](=O)[O-])cc2)cc1"
},
{
"content": "4 Å MS",
"SMILES": ""
}
]
},
{
"reagents": [
{
"content": "DPPH",
"SMILES": "O=[N+]([O... | [
1
] | {
"source_file": "10_1002_anie_202503056_si_19_table_0.json",
"doi": "10_1002_anie_202503056",
"best_yield": 79,
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"best_entry_indices": [
"6"
],
"global_best_yield": 90,
"global_best_effective_score": 70.47,
"global_best_entry_indices": [
"3"
],
"total_entries... |
10_1002_anie_202503056_si_19_table_0_q4 | single_varying | solvents | [
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "3-phenylcyclobutanone",
"SMILES": "O=C1CC(c2ccccc2)C1"
}
],
"products": [
{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutanone",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
"constant_conditions": {
"catalys... | [
{
"solvents": [
{
"content": "PhCF3",
"SMILES": "FC(F)(F)c1ccccc1"
}
]
},
{
"solvents": [
{
"content": "CH2Cl2",
"SMILES": "ClCCl"
}
]
},
{
"solvents": [
{
"content": "PhMe",
"SMILES": "Cc1ccccc1"
}
]... | [
2
] | {
"source_file": "10_1002_anie_202503056_si_19_table_0.json",
"doi": "10_1002_anie_202503056",
"best_yield": 90,
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"6"
],
"global_best_yield": 90,
"global_best_effective_score": 70.47,
"global_best_entry_indices": [
"3"
],
"total_entries... |
10_1002_anie_202503056_si_20_table_0_q1 | single_varying | catalysts | [
"catalysts",
"reagents"
] | {
"reactants": [
{
"content": "3-phenylcyclobutan-1-one",
"SMILES": "O=C1CC(c2ccccc2)C1"
}
],
"products": [
{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutan-1-one",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
"constant_conditions": {
"r... | [
{
"catalysts": [
{
"content": "(S)-3,3'-SiPh3-BINOL-P",
"SMILES": ""
}
]
},
{
"catalysts": [
{
"content": "(S)-3,3'-C6F5-BINOL-P",
"SMILES": ""
}
]
},
{
"catalysts": []
},
{
"catalysts": [
{
"content": "Mg(OtBu... | [
4
] | {
"source_file": "10_1002_anie_202503056_si_20_table_0.json",
"doi": "10_1002_anie_202503056",
"best_yield": 96,
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"6"
],
"global_best_yield": 96,
"global_best_effective_score": 67.2,
"global_best_entry_indices": [
"6"
],
"total_entries_i... |
10_1002_anie_202503056_si_20_table_0_q2 | single_varying | reagents | [
"catalysts",
"reagents"
] | {
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{
"content": "3-phenylcyclobutan-1-one",
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{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutan-1-one",
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{
"content": "DPPH",
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... | [
0
] | {
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"6"
],
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10_1002_anie_202503056_si_20_table_1_q1 | single_varying | reaction_temperature | [
"reaction_temperature",
"reaction_time"
] | {
"reactants": [
{
"content": "3-phenylcyclobutan-1-one",
"SMILES": "O=C1CC(c2ccccc2)C1"
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{
"content": "O-diphenylphosphinyl oxime of 3-phenylcyclobutan-1-one",
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],
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"c... | [
{
"reaction_temperature": [
{
"content": "–33 °C",
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}
]
},
{
"reaction_temperature": [
{
"content": "–20 °C",
"SMILES": ""
}
]
}
] | [
1
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"2"
],
"total_entries_i... |
10_1002_anie_202503056_si_55_table_0_q1 | single_varying | reagents | [
"reagents",
"solvents"
] | {
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{
"content": "N-phosphinoyl azetidine with phenyl substituent on carbon",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
"products": [
{
"content": "trans-2-phenylcyclopropanecarbonitrile",
"SMILES": "N#CC1CC1c1ccccc1"
}
],
"constant_condit... | [
{
"reagents": [
{
"content": "LiHMDS",
"SMILES": "C[Si](C)(C)N([Si](C)(C)C)[Si](C)(C)C.[Li+]"
}
]
},
{
"reagents": [
{
"content": "n-BuLi",
"SMILES": "[Li][CH2]CCC"
}
]
},
{
"reagents": [
{
"content": "KHMDS",
... | [
0
] | {
"source_file": "10_1002_anie_202503056_si_55_table_0.json",
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"4"
],
"total... |
10_1002_anie_202503056_si_55_table_0_q2 | single_varying | solvents | [
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-phosphinoyl azetidine with phenyl substituent on carbon",
"SMILES": "O=P(ON=C1CC(c2ccccc2)C1)(c1ccccc1)c1ccccc1"
}
],
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{
"content": "trans-2-phenylcyclopropanecarbonitrile",
"SMILES": "N#CC1CC1c1ccccc1"
}
],
"constant_condit... | [
{
"solvents": [
{
"content": "DMF",
"SMILES": "CN(C)C=O"
}
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},
{
"solvents": [
{
"content": "MeCN",
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}
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},
{
"solvents": [
{
"content": "PhMe",
"SMILES": "Cc1ccccc1"
}
]
},
{
... | [
5
] | {
"source_file": "10_1002_anie_202503056_si_55_table_0.json",
"doi": "10_1002_anie_202503056",
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"4"
],
"global_best_yield": 72,
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"global_best_entry_indices": [
"4"
],
... |
10_1002_anie_202503056_si_56_table_0_q1 | single_varying | reaction_temperature | [
"reaction_temperature",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "N-phosphinoyl imine with 4-fluorophenyl substituent on the cyclobutane ring",
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}
],
"products": [
{
"content": "cyclopropane nitrile with 4-fluorophenyl substituent",
"SMILES": "N#CC1CC1c1cc... | [
{
"reaction_temperature": [
{
"content": "–20 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "rt",
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}
]
},
{
"reaction_temperature": [
{
"content": "room temperature",
"SMILES": "... | [
3
] | {
"source_file": "10_1002_anie_202503056_si_56_table_0.json",
"doi": "10_1002_anie_202503056",
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"12"
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"global_best_entry_indices": [
"12"
],
"total_entri... |
10_1002_anie_202503056_si_56_table_0_q2 | single_varying | reaction_time | [
"reaction_temperature",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "N-phosphinoyl imine with 4-fluorophenyl substituent on the cyclobutane ring",
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],
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{
"content": "cyclopropane nitrile with 4-fluorophenyl substituent",
"SMILES": "N#CC1CC1c1cc... | [
{
"reaction_time": [
{
"content": "1 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "0.5 h",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202503056_si_56_table_0.json",
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"global_best_entry_indices": [
"12"
],
"total_entri... |
10_1002_anie_202503056_si_56_table_0_q3 | single_varying | reagents | [
"reaction_temperature",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "N-phosphinoyl imine with 4-fluorophenyl substituent on the cyclobutane ring",
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}
],
"products": [
{
"content": "cyclopropane nitrile with 4-fluorophenyl substituent",
"SMILES": "N#CC1CC1c1cc... | [
{
"reagents": [
{
"content": "LiTMP",
"SMILES": "[Li+].c1ccc(N(c2ccccc2)[c-]2cccc2)cc1"
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]
},
{
"reagents": [
{
"content": "KOtPent",
"SMILES": "C[C-](C)C(C)C.[K+]"
}
]
},
{
"reagents": [
{
"content": "KHMDS",
... | [
4
] | {
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"doi": "10_1002_anie_202503056",
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"12"
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"total_entrie... |
10_1002_anie_202503056_si_57_table_0_q3 | single_varying | reaction_time | [
"cooling_heating_condition",
"reaction_temperature",
"reaction_time",
"reagents"
] | {
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{
"content": "4-(4-fluorophenyl)cyclobutan-1-one",
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}
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{
"content": "2-(4-fluorophenyl)cyclopropanecarbonitrile",
"SMILES": "N#CC1CC1c1ccc(F)cc1"
}
],
"constant_conditions": {
"catalysts": [
{
... | [
{
"reaction_time": [
{
"content": "5 min",
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]
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{
"reaction_time": [
{
"content": "3 h",
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}
]
},
{
"reaction_time": [
{
"content": "30 min",
"SMILES": ""
}
]
}
] | [
2
] | {
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"4"
],
"total_entries... |
10_1002_anie_202504012_si_9_table_0_q1 | single_varying | reaction_temperature | [
"reaction_temperature",
"speed"
] | {
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{
"content": "aniline",
"SMILES": "Nc1ccccc1"
},
{
"content": "(4-fluorophenyl)boronic acid",
"SMILES": "OB(O)c1ccc(F)cc1"
}
],
"products": [
{
"content": "4-fluorobiphenyl",
"SMILES": "Fc1ccc(-c2ccccc2)cc1"
}
],
"constant_conditions... | [
{
"reaction_temperature": [
{
"content": "95 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "75 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "105 °C",
"SMILES": ""
... | [
2
] | {
"source_file": "10_1002_anie_202504012_si_9_table_0.json",
"doi": "10_1002_anie_202504012",
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"2"
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"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202504137_si_18_table_0_q3 | single_varying | reagents | [
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
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{
"content": "skatole",
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},
{
"content": "Togni reagent 1",
"SMILES": "O=C1OI(C(F)(F)F)c2ccccc21"
}
],
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{
"content": "a",
"SMILES": "Cc1c(C(F)(F)F)[nH]c2ccccc12"
}
],
"constant_conditions": {... | [
{
"reagents": [
{
"content": "Grinded Celite in suspension",
"SMILES": ""
}
]
},
{
"reagents": [
{
"content": "Dry-grinded Celite",
"SMILES": ""
}
]
},
{
"reagents": [
{
"content": "wet-grinded Celite",
"SMILES... | [
0
] | {
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"2"
],
"total_entries_in_sour... |
10_1002_anie_202507632_si_20_table_0_q1 | single_varying | catalysts | [
"catalysts"
] | {
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{
"content": "1,3-dioxoisoindolin-2-yl 4-(4-chlorophenyl)cyclohexane-1-carboxylate",
"SMILES": "O=C(ON1C(=O)c2ccccc2C1=O)C1CCC(c2ccc(Cl)cc2)CC1"
}
],
"products": [
{
"content": "product 32 with fluorinated group",
"SMILES": "FCC1CCC(c2ccc(Cl)cc2)CC1"
}
],... | [
{
"catalysts": [
{
"content": "Ni(acac)2",
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},
{
"content": "fac-Ir(ppy)3",
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}
]
},
{
"catalysts": [
{
"content": "fac-Ir(ppy)3",
"SMILES": ""
}
]
... | [
0
] | {
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"doi": "10_1002_anie_202507632",
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"2"
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"global_best_entry_indices": [
"1"
],
"total_entri... |
10_1002_anie_202507632_si_7_table_0_q2 | single_varying | solvents | [
"ligand",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyphthalimide ester substrate with dimethylphenyl ether moiety",
"SMILES": "Cc1ccc(C)c(OCCCC(C)(C)C(=O)ON2C(=O)c3ccccc3C2=O)c1"
}
],
"products": [
{
"content": "fluorinated product with dimethylphenyl ether moiety",
"SMILES": "Cc1ccc(C)c(OC... | [
{
"solvents": [
{
"content": "toluene",
"SMILES": "Cc1ccccc1"
}
]
},
{
"solvents": [
{
"content": "DMF",
"SMILES": "CN(C)C=O"
}
]
},
{
"solvents": [
{
"content": "MeOH",
"SMILES": "CO"
}
]
},
{
... | [
5
] | {
"source_file": "10_1002_anie_202507632_si_7_table_0.json",
"doi": "10_1002_anie_202507632",
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"4"
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"global_best_effective_score": 75,
"global_best_entry_indices": [
"4"
],
"total_entries_in_sou... |
10_1002_anie_202507632_si_9_table_0_q1 | single_varying | catalysts | [
"catalysts",
"ligand",
"light_condition",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyphthalimide ester substrate with gem-dimethyl group and 2,6-dimethylphenoxy ether",
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}
],
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{
"content": "Fluoromethylated product with gem-dimethyl group bearing fluorom... | [
{
"catalysts": [
{
"content": "fac-Ir(ppy)3",
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},
{
"content": "Ni(acac)2",
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}
]
},
{
"catalysts": [
{
"content": "4CzIPN",
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0
] | {
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"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202507632_si_9_table_0_q2 | single_varying | ligand | [
"catalysts",
"ligand",
"light_condition",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyphthalimide ester substrate with gem-dimethyl group and 2,6-dimethylphenoxy ether",
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}
],
"products": [
{
"content": "Fluoromethylated product with gem-dimethyl group bearing fluorom... | [
{
"ligand": [
{
"content": "KTp*",
"SMILES": ""
}
]
},
{
"ligand": [
{
"content": "KTp",
"SMILES": ""
}
]
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{
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},
{
"ligand": [
{
"content": "dtbpy",
"SMILES": "CC(C)(C)c1ccnc(-c2cc(C(C)(C)... | [
0
] | {
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"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202507632_si_9_table_0_q4 | single_varying | reaction_time | [
"catalysts",
"ligand",
"light_condition",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyphthalimide ester substrate with gem-dimethyl group and 2,6-dimethylphenoxy ether",
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}
],
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{
"content": "Fluoromethylated product with gem-dimethyl group bearing fluorom... | [
{
"reaction_time": [
{
"content": "1 h",
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}
]
},
{
"reaction_time": [
{
"content": "2.5 h",
"SMILES": ""
}
]
}
] | [
0
] | {
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"1"
],
"total_entries_in_sou... |
10_1002_anie_202507632_si_9_table_0_q5 | single_varying | reagents | [
"catalysts",
"ligand",
"light_condition",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyphthalimide ester substrate with gem-dimethyl group and 2,6-dimethylphenoxy ether",
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}
],
"products": [
{
"content": "Fluoromethylated product with gem-dimethyl group bearing fluorom... | [
{
"reagents": [
{
"content": "FCH2SO2Na",
"SMILES": ""
}
]
},
{
"reagents": []
},
{
"reagents": [
{
"content": "FCH2CO2Na",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202507632_si_9_table_0.json",
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"1"
],
"total_entries_in_sou... |
10_1002_anie_202507632_si_9_table_0_q6 | single_varying | solvents | [
"catalysts",
"ligand",
"light_condition",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "N-hydroxyphthalimide ester substrate with gem-dimethyl group and 2,6-dimethylphenoxy ether",
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}
],
"products": [
{
"content": "Fluoromethylated product with gem-dimethyl group bearing fluorom... | [
{
"solvents": [
{
"content": "acetone",
"SMILES": "CC(C)=O"
}
]
},
{
"solvents": [
{
"content": "DMA",
"SMILES": "CC(=O)N(C)C"
}
]
},
{
"solvents": [
{
"content": "MeCN",
"SMILES": "CC#N"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202507632_si_9_table_0.json",
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"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202508301_si_8_table_0_q2 | single_varying | reagents | [
"atmosphere",
"reagents"
] | {
"reactants": [
{
"content": "4-fluorophenyl isobutyrate ester",
"SMILES": "CC(C)OC(=O)c1ccc(F)cc1"
}
],
"products": [
{
"content": "4-fluorophenyl isopropyl ether",
"SMILES": "CC(C)OCc1ccc(F)cc1"
}
],
"constant_conditions": {
"catalysts": [
{
"conten... | [
{
"reagents": [
{
"content": "TMDS",
"SMILES": "C[SiH](C)[SiH](C)C"
}
]
},
{
"reagents": [
{
"content": "(EtO)3SiH",
"SMILES": "CCO[SiH](OCC)OCC"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202508301_si_8_table_0.json",
"doi": "10_1002_anie_202508301",
"best_yield": 100,
"best_effective_score": 91.3461538462,
"best_entry_indices": [
"1"
],
"global_best_yield": 100,
"global_best_effective_score": 91.3461538462,
"global_best_entry_indices": [
"1"
],... |
10_1002_anie_202508697_si_11_table_0_q2 | single_varying | Reaction_Type | [
"Constant_Quantity",
"Reaction_Type",
"atmosphere",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
},
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
],
"products": [
{
"content": "reduced product",
"SMILES": "COc1ccc(C)cc1"
}
],
"constant_con... | [
{
"Reaction_Type": []
},
{
"Reaction_Type": [
{
"content": "Separation Cell Reaction",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202508697_si_11_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 13,
"best_effective_score": 13,
"best_entry_indices": [
"2"
],
"global_best_yield": 43,
"global_best_effective_score": 43,
"global_best_entry_indices": [
"3"
],
"total_entries_in_so... |
10_1002_anie_202508697_si_11_table_0_q5 | single_varying | reagents | [
"Constant_Quantity",
"atmosphere",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
},
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
],
"products": [
{
"content": "reduced product",
"SMILES": "COc1ccc(C)cc1"
}
],
"constant_con... | [
{
"reagents": []
},
{
"reagents": [
{
"content": "nBu4NPF6",
"SMILES": "CCCC[N+](CCCC)(CCCC)CCCC.F[P-](F)(F)(F)(F)F"
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202508697_si_11_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 43,
"best_effective_score": 43,
"best_entry_indices": [
"3"
],
"global_best_yield": 43,
"global_best_effective_score": 43,
"global_best_entry_indices": [
"3"
],
"total_entries_in_so... |
10_1002_anie_202508697_si_5_table_0_q5 | single_varying | atmosphere | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"atmosphere",
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl diphenylsilane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2ccccc2)cc1"
}
],
"constant_conditions": {
"Constant_Current": [
{
... | [
{
"atmosphere": [
{
"content": "air",
"SMILES": ""
}
]
},
{
"atmosphere": [
{
"content": "N2",
"SMILES": ""
}
]
},
{
"atmosphere": [
{
"content": "air (no molecular sieves)",
"SMILES": ""
}
]
}
] | [
2
] | {
"source_file": "10_1002_anie_202508697_si_5_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 76,
"best_effective_score": 76,
"best_entry_indices": [
"17"
],
"global_best_yield": 92,
"global_best_effective_score": 92,
"global_best_entry_indices": [
"19",
"20"
],
"total_en... |
10_1002_anie_202508697_si_5_table_0_q7 | single_varying | reaction_time | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"Reaction_Type",
"atmosphere",
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl diphenylsilane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2ccccc2)cc1"
}
],
"constant_conditions": {
"Constant_Current": [
{
... | [
{
"reaction_time": [
{
"content": "3 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "2 h",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202508697_si_5_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 92,
"best_effective_score": 92,
"best_entry_indices": [
"20"
],
"global_best_yield": 92,
"global_best_effective_score": 92,
"global_best_entry_indices": [
"19",
"20"
],
"total_en... |
10_1002_anie_202508697_si_5_table_0_q8 | single_varying | reagents | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"atmosphere",
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl diphenylsilane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2ccccc2)cc1"
}
],
"constant_conditions": {
"Constant_Current": [
{
... | [
{
"reagents": [
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
]
},
{
"reagents": [
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
},
{
"content": "H2O",
"SMILES": ""
}
... | [
0
] | {
"source_file": "10_1002_anie_202508697_si_5_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 76,
"best_effective_score": 76,
"best_entry_indices": [
"17"
],
"global_best_yield": 92,
"global_best_effective_score": 92,
"global_best_entry_indices": [
"19",
"20"
],
"total_en... |
10_1002_anie_202508697_si_5_table_0_q9 | single_varying | solvents | [
"Anode(+)",
"Cathode(-)",
"Constant_Quantity",
"Reaction_Type",
"atmosphere",
"reaction_temperature",
"reaction_time",
"reagents",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl diphenylsilane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2ccccc2)cc1"
}
],
"constant_conditions": {
"Constant_Current": [
{
... | [
{
"solvents": [
{
"content": "THF",
"SMILES": "C1CCOC1"
}
]
},
{
"solvents": [
{
"content": "DMF",
"SMILES": "CN(C)C=O"
}
]
},
{
"solvents": [
{
"content": "THF:DMF",
"SMILES": ""
}
]
}
] | [
2
] | {
"source_file": "10_1002_anie_202508697_si_5_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 70,
"best_effective_score": 70,
"best_entry_indices": [
"10"
],
"global_best_yield": 92,
"global_best_effective_score": 92,
"global_best_entry_indices": [
"19",
"20"
],
"total_en... |
10_1002_anie_202508697_si_6_table_0_q3 | single_varying | solvents | [
"Constant_Current",
"solvents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
},
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl(diphenyl)silane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2... | [
{
"solvents": [
{
"content": "THF",
"SMILES": "C1CCOC1"
},
{
"content": "sulfolane",
"SMILES": "O=S1(=O)CCCC1"
}
]
},
{
"solvents": [
{
"content": "2-Me THF",
"SMILES": "CC1CCCO1"
},
{
"content": "DMPU"... | [
6
] | {
"source_file": "10_1002_anie_202508697_si_6_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 76,
"best_effective_score": 76,
"best_entry_indices": [
"1"
],
"global_best_yield": 76,
"global_best_effective_score": 76,
"global_best_entry_indices": [
"1"
],
"total_entries_in_sou... |
10_1002_anie_202508697_si_6_table_1_q1 | single_varying | Electrolyte | [
"Electrolyte",
"atmosphere",
"reagents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
},
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl(diphenyl)silane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2... | [
{
"Electrolyte": [
{
"content": "nBu4NPF6 (0.05 M)",
"SMILES": ""
}
]
},
{
"Electrolyte": [
{
"content": "0.1 M KPF6",
"SMILES": ""
}
]
},
{
"Electrolyte": [
{
"content": "nBu4NPF6 (0.1 M)",
"SMILES": ""
... | [
2
] | {
"source_file": "10_1002_anie_202508697_si_6_table_1.json",
"doi": "10_1002_anie_202508697",
"best_yield": 66,
"best_effective_score": 66,
"best_entry_indices": [
"8"
],
"global_best_yield": 76,
"global_best_effective_score": 76,
"global_best_entry_indices": [
"7"
],
"total_entries_in_sou... |
10_1002_anie_202508697_si_6_table_1_q4 | single_varying | reagents | [
"Electrolyte",
"atmosphere",
"reagents"
] | {
"reactants": [
{
"content": "4-methoxybenzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
},
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
],
"products": [
{
"content": "4-methoxybenzyl(diphenyl)silane",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2... | [
{
"reagents": [
{
"content": "4 Å molecular sieves",
"SMILES": ""
}
]
},
{
"reagents": [
{
"content": "diphenylsilane",
"SMILES": "c1ccc([SiH2]c2ccccc2)cc1"
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202508697_si_6_table_1.json",
"doi": "10_1002_anie_202508697",
"best_yield": 70,
"best_effective_score": 70,
"best_entry_indices": [
"9"
],
"global_best_yield": 76,
"global_best_effective_score": 76,
"global_best_entry_indices": [
"7"
],
"total_entries_in_sou... |
10_1002_anie_202508697_si_7_table_0_q2 | single_varying | Electrolyte | [
"Constant_Quantity",
"Electrolyte",
"atmosphere",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "p-methoxy benzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
}
],
"products": [
{
"content": "silylated product",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2ccccc2)cc1"
}
],
"constant_conditions": {
"Anode(+)": [
{
"content": "glassy c... | [
{
"Electrolyte": [
{
"content": "nBu4NPF6 (0.2 M)",
"SMILES": ""
}
]
},
{
"Electrolyte": [
{
"content": "nBu4NPF6 (0.2 M, 2 equiv.)",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202508697_si_7_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 74,
"best_effective_score": 74,
"best_entry_indices": [
"1"
],
"global_best_yield": 92,
"global_best_effective_score": 92,
"global_best_entry_indices": [
"5"
],
"total_entries_in_sou... |
10_1002_anie_202508697_si_7_table_0_q3 | single_varying | atmosphere | [
"Constant_Quantity",
"Electrolyte",
"atmosphere",
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "p-methoxy benzyl alcohol",
"SMILES": "COc1ccc(CO)cc1"
}
],
"products": [
{
"content": "silylated product",
"SMILES": "COc1ccc(C[Si](c2ccccc2)c2ccccc2)cc1"
}
],
"constant_conditions": {
"Anode(+)": [
{
"content": "glassy c... | [
{
"atmosphere": [
{
"content": "air, no MS",
"SMILES": ""
}
]
},
{
"atmosphere": [
{
"content": "air, no molecular sieves",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202508697_si_7_table_0.json",
"doi": "10_1002_anie_202508697",
"best_yield": 92,
"best_effective_score": 92,
"best_entry_indices": [
"5"
],
"global_best_yield": 92,
"global_best_effective_score": 92,
"global_best_entry_indices": [
"5"
],
"total_entries_in_sou... |
10_1002_anie_202509244_si_7_table_0_q2 | single_varying | solvents | [
"solvents"
] | {
"reactants": [
{
"content": "benzyl phenyl sulfide",
"SMILES": "c1ccc(CSc2ccccc2)cc1"
},
{
"content": "nitrobenzene",
"SMILES": "O=[N+]([O-])c1ccccc1"
}
],
"products": [
{
"content": "benzaldehyde",
"SMILES": "O=Cc1ccccc1"
}
],
"constant_conditions... | [
{
"solvents": [
{
"content": "iPr acetate",
"SMILES": "CC(=O)OC(C)C"
}
]
},
{
"solvents": [
{
"content": "CHCl3",
"SMILES": "ClC(Cl)Cl"
}
]
},
{
"solvents": [
{
"content": "DME",
"SMILES": "COCCOC"
}
... | [
16
] | {
"source_file": "10_1002_anie_202509244_si_7_table_0.json",
"doi": "10_1002_anie_202509244",
"best_yield": 44,
"best_effective_score": 44,
"best_entry_indices": [
"9"
],
"global_best_yield": 44,
"global_best_effective_score": 44,
"global_best_entry_indices": [
"9"
],
"total_entries_in_sou... |
10_1002_anie_202509470_si_5_table_0_q1 | single_varying | reaction_time | [
"reaction_time",
"reagents"
] | {
"reactants": [
{
"content": "sulfoxide substrate with alkene",
"SMILES": "C=CCC(CC)(CC)C[S@](=O)c1ccc(C)cc1"
},
{
"content": "bromodifluoroacetate reagent",
"SMILES": "CCOC(=O)C(F)(F)Br"
}
],
"products": [
{
"content": "difluoroalkylated product",
"SMILES"... | [
{
"reaction_time": [
{
"content": "20 h + 20 h (sequential addition)",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "20 h + 20 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "4+4+15 h",
"SMI... | [
5
] | {
"source_file": "10_1002_anie_202509470_si_5_table_0.json",
"doi": "10_1002_anie_202509470",
"best_yield": 66,
"best_effective_score": 66,
"best_entry_indices": [
"8"
],
"global_best_yield": 66,
"global_best_effective_score": 66,
"global_best_entry_indices": [
"8"
],
"total_entries_in_sou... |
10_1002_anie_202509470_si_5_table_1_q3 | single_varying | reagents | [
"catalysts",
"light_condition",
"reagents"
] | {
"reactants": [
{
"content": "sulfoxide substrate with alkene",
"SMILES": "C=CCC(CC)(CC)CS(C)(O)c1ccc(C)cc1"
},
{
"content": "bromodifluoroacetate reagent",
"SMILES": "CCOC(=O)C(F)(F)Br"
}
],
"products": [
{
"content": "difluoroalkylated product",
"SMILES":... | [
{
"reagents": [
{
"content": "BnBF3K",
"SMILES": "F[B-](F)(F)Cc1ccccc1.[K+]"
},
{
"content": "Li2CO3",
"SMILES": "O=C([O-])[O-].[Li+].[Li+]"
},
{
"content": "TEMPO",
"SMILES": "CC1(C)CCCC(C)(C)N1O"
}
]
},
{
"reagents... | [
1
] | {
"source_file": "10_1002_anie_202509470_si_5_table_1.json",
"doi": "10_1002_anie_202509470",
"best_yield": 30,
"best_effective_score": 30,
"best_entry_indices": [
"5"
],
"global_best_yield": 30,
"global_best_effective_score": 30,
"global_best_entry_indices": [
"5"
],
"total_entries_in_sou... |
10_1002_anie_202509658_si_7_table_0_q1 | single_varying | catalysts | [
"catalysts",
"light_condition",
"reaction_temperature"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "ethyl nitroacetate",
"SMILES": "CCOC(=O)C[N+](=O)[O-]"
}
],
"products": [
{
"content": "isoxazole product",
"SMILES": "CCOC(=O)C1=NOC(c2ccccc2)C1"
}
],
"constant_condit... | [
{
"catalysts": [
{
"content": "Cu^II(dmp)2Cl2",
"SMILES": ""
}
]
},
{
"catalysts": [
{
"content": "(Ir[dF(CF3)ppy]2(dtbpy))PF6",
"SMILES": ""
}
]
},
{
"catalysts": [
{
"content": "4CzIPN",
"SMILES": "c1ccc2c(c1... | [
3
] | {
"source_file": "10_1002_anie_202509658_si_7_table_0.json",
"doi": "10_1002_anie_202509658",
"best_yield": 17,
"best_effective_score": 17,
"best_entry_indices": [
"3"
],
"global_best_yield": 22,
"global_best_effective_score": 22,
"global_best_entry_indices": [
"2"
],
"total_entries_in_sou... |
10_1002_anie_202509658_si_9_table_1_q1 | single_varying | light_condition | [
"light_condition",
"reaction_temperature",
"reaction_time"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "ethyl nitroacetate",
"SMILES": "CCOC(=O)C[N+](=O)[O-]"
}
],
"products": [
{
"content": "isoxazole product",
"SMILES": "CCOC(=O)C1=NOC(c2ccccc2)C1"
}
],
"constant_condit... | [
{
"light_condition": [
{
"content": "455 nm",
"SMILES": ""
}
]
},
{
"light_condition": [
{
"content": "455 nm, Blue LED-Schlenk setup",
"SMILES": ""
}
]
},
{
"light_condition": [
{
"content": "Blue LED-Schlenk setup, 4... | [
2
] | {
"source_file": "10_1002_anie_202509658_si_9_table_1.json",
"doi": "10_1002_anie_202509658",
"best_yield": 76,
"best_effective_score": 76,
"best_entry_indices": [
"3"
],
"global_best_yield": 76,
"global_best_effective_score": 76,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202509658_si_9_table_1_q2 | single_varying | reaction_temperature | [
"light_condition",
"reaction_temperature",
"reaction_time"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "ethyl nitroacetate",
"SMILES": "CCOC(=O)C[N+](=O)[O-]"
}
],
"products": [
{
"content": "isoxazole product",
"SMILES": "CCOC(=O)C1=NOC(c2ccccc2)C1"
}
],
"constant_condit... | [
{
"reaction_temperature": [
{
"content": "r.t.",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "−20 °C",
"SMILES": ""
}
]
},
{
"reaction_temperature": [
{
"content": "0 °C",
"SMILES": ""
}
... | [
0
] | {
"source_file": "10_1002_anie_202509658_si_9_table_1.json",
"doi": "10_1002_anie_202509658",
"best_yield": 43,
"best_effective_score": 43,
"best_entry_indices": [
"2"
],
"global_best_yield": 76,
"global_best_effective_score": 76,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202509658_si_9_table_1_q3 | single_varying | reaction_time | [
"light_condition",
"reaction_temperature",
"reaction_time"
] | {
"reactants": [
{
"content": "styrene",
"SMILES": "C=Cc1ccccc1"
},
{
"content": "ethyl nitroacetate",
"SMILES": "CCOC(=O)C[N+](=O)[O-]"
}
],
"products": [
{
"content": "isoxazole product",
"SMILES": "CCOC(=O)C1=NOC(c2ccccc2)C1"
}
],
"constant_condit... | [
{
"reaction_time": [
{
"content": "10 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "48 h",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "22 h",
"SMILES": ""
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202509658_si_9_table_1.json",
"doi": "10_1002_anie_202509658",
"best_yield": 50,
"best_effective_score": 50,
"best_entry_indices": [
"5"
],
"global_best_yield": 76,
"global_best_effective_score": 76,
"global_best_entry_indices": [
"3"
],
"total_entries_in_sou... |
10_1002_anie_202510715_si_3_table_0_q4 | single_varying | solvents | [
"atmosphere",
"light_condition",
"reaction_time",
"solvents"
] | {
"reactants": [
{
"content": "1-bromo-2-methylprop-1-ene",
"SMILES": "CC(C)=CBr"
},
{
"content": "ethyl 3-mercaptopropanoate",
"SMILES": "CCOC(=O)CCS"
}
],
"products": [
{
"content": "product",
"SMILES": "CCOC(=O)CCSC=C(C)C"
}
],
"constant_condition... | [
{
"solvents": [
{
"content": "DMSO",
"SMILES": "CS(C)=O"
}
]
},
{
"solvents": [
{
"content": "DMF",
"SMILES": "CN(C)C=O"
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202510715_si_3_table_0.json",
"doi": "10_1002_anie_202510715",
"best_yield": 65,
"best_effective_score": 65,
"best_entry_indices": [
"2"
],
"global_best_yield": 74,
"global_best_effective_score": 74,
"global_best_entry_indices": [
"4"
],
"total_entries_in_sou... |
10_1002_anie_202510715_si_5_table_0_q3 | single_varying | reagents | [
"atmosphere",
"light_condition",
"reagents"
] | {
"reactants": [
{
"content": "2-bromoprop-1-ene",
"SMILES": "C=C(C)Br"
},
{
"content": "indole",
"SMILES": "c1ccc2[nH]ccc2c1"
}
],
"products": [
{
"content": "N-allyl indole product",
"SMILES": "C=C(C)n1ccc2ccccc21"
}
],
"constant_conditions": {
... | [
{
"reagents": [
{
"content": "tBuNH2",
"SMILES": "CC(C)(C)N"
}
]
},
{
"reagents": [
{
"content": "TMG",
"SMILES": "CN(C)C(=N)N(C)C"
}
]
}
] | [
1
] | {
"source_file": "10_1002_anie_202510715_si_5_table_0.json",
"doi": "10_1002_anie_202510715",
"best_yield": 65,
"best_effective_score": 65,
"best_entry_indices": [
"4"
],
"global_best_yield": 65,
"global_best_effective_score": 65,
"global_best_entry_indices": [
"4"
],
"total_entries_in_sou... |
10_1002_anie_202510715_si_6_table_0_q3 | single_varying | reaction_time | [
"atmosphere",
"light_condition",
"reaction_time"
] | {
"reactants": [
{
"content": "2-bromoprop-1-ene",
"SMILES": "C=C(C)Br"
},
{
"content": "indole",
"SMILES": "c1ccc2[nH]ccc2c1"
}
],
"products": [
{
"content": "N-alkenylated indole product",
"SMILES": "C=C(C)n1ccc2ccccc21"
}
],
"constant_conditions":... | [
{
"reaction_time": [
{
"content": "48h total (24h initial, then 24h after second TMG addition)",
"SMILES": ""
}
]
},
{
"reaction_time": [
{
"content": "48h total (24h initial + 24h after second TMG addition)",
"SMILES": ""
}
]
}
] | [
0
] | {
"source_file": "10_1002_anie_202510715_si_6_table_0.json",
"doi": "10_1002_anie_202510715",
"best_yield": 79,
"best_effective_score": 79,
"best_entry_indices": [
"5"
],
"global_best_yield": 79,
"global_best_effective_score": 79,
"global_best_entry_indices": [
"5"
],
"total_entries_in_sou... |
End of preview. Expand in Data Studio
RxnOptBench
RxnOptBench is a fixed benchmark release for offline evaluation of reaction-condition recommendation systems. It packages the current testsetV6 benchmark as a Hugging Face dataset repository that is compatible with the Dataset Viewer and Croissant metadata generation workflow required by the NeurIPS 2026 Evaluations and Datasets hosting guidelines.
This review release was generated on 2026-05-03T15:52:23+00:00 with release version v6-neurips2026-review. It contains 4773 benchmark questions from 552 structured source tables and 236 unique source-article identifiers carried in meta.doi.
Configs
Each config has a single test split.
| Config | Split | Questions | Question Type | Prompt | Original JSON |
|---|---|---|---|---|---|
multiple_choice_single_varying |
test |
1039 | single_varying |
prompt_single_varying.txt |
multiple_choice_single_varying.json |
multiple_choice_all_varying |
test |
552 | all_varying |
prompt_all_varying.txt |
multiple_choice_all_varying.json |
multiple_choice_single_varying_reference |
test |
850 | single_varying_reference |
prompt_single_varying_reference.txt |
multiple_choice_single_varying_reference.json |
multiple_choice_all_varying_reference |
test |
310 | all_varying_reference |
prompt_all_varying_reference.txt |
multiple_choice_all_varying_reference.json |
multiple_choice_single_varying_reference_control |
test |
850 | single_varying_reference_control |
prompt_single_varying.txt |
multiple_choice_single_varying_reference_control.json |
multiple_choice_all_varying_reference_control |
test |
310 | all_varying_reference_control |
prompt_all_varying.txt |
multiple_choice_all_varying_reference_control.json |
fill_in_blank_all_blank |
test |
552 | all_blank |
prompt_all_blank.txt |
fill_in_blank_all_blank.json |
fill_in_blank_all_blank_reference |
test |
310 | all_blank_reference |
prompt_all_blank_reference.txt |
fill_in_blank_all_blank_reference.json |
Repository Layout
data/jsonl/: canonical upload-side data files used by the Hugging Face Dataset Viewer.data/original_json/: original benchmark JSON files preserved in their native evaluation format.prompts/: prompt templates used to render benchmark questions for model evaluation.examples/: example prediction files that demonstrate the required submission formats.evaluation/: reference evaluation scripts and shared helpers.metadata/: release manifests, source provenance manifests, and the Croissant RAI patch file for NeurIPS submission.docs/: source build reports and submission notes.
Loading
from datasets import load_dataset
ds = load_dataset("YOUR_NAMESPACE/RxnOptBench", "multiple_choice_single_varying", split="test")
print(ds[0]["id"])
The JSONL files preserve the nested benchmark structure instead of flattening it. This keeps the Hugging Face-hosted representation close to the original evaluation data while remaining compatible with the Dataset Viewer and Croissant generation flow.
Evaluation
- Multiple-choice predictions must be JSON maps from
idto a single 0-based option index. - Fill-in-the-blank predictions must map each
idto a{condition_key: candidate_index}dictionary. - Use the scripts in
evaluation/together with the original JSONs indata/original_json/if you want byte-for-byte compatibility with the current benchmark workflow.
Provenance
The release is derived from the current structured benchmark outputs:
data/testsetV6/20260502_000057_multiple_choicedata/testsetV6/20260502_000115_fill_in_blank
Additional provenance manifests are provided in:
metadata/source_articles.jsonlmetadata/source_tables.jsonlmetadata/release_manifest.jsondocs/source_report_multiple_choice.mddocs/source_report_fill_in_blank.md
Intended Use
This benchmark is intended for:
- Offline evaluation of reaction-condition recommendation systems.
- Controlled comparison of model behavior across multiple-choice, reference-augmented, and fill-in-the-blank condition-selection tasks.
- Ablation studies on the effect of reference conditions, candidate-space construction, and scoring rules on model performance.
Out-of-Scope Use
This benchmark is not validated for:
- Direct laboratory deployment without expert review.
- Autonomous or safety-critical decision making.
- Open-ended reaction planning beyond the provided candidate spaces.
- Estimating absolute reaction success outside the experimentally observed combinations represented in the source tables.
Responsible AI Notes
Limitations and Biases
This benchmark measures offline selection or ranking of literature-observed reaction conditions under constrained candidate spaces; it does not measure end-to-end laboratory execution, safety, cost, scalability, or open-ended planning.
Only structured source tables that passed parsing and filtering requirements were retained. Papers with ambiguous condition fields, missing SMILES, missing usable yields, or non-tabular reporting styles are under-represented.
Scores are relative to the best available option or legal combination inside each source-table-derived question, not to a global optimum across the full chemical search space.
The benchmark is literature-derived and therefore inherits publication bias toward successful, interesting, or publishable reactions.
Coverage is uneven across reaction classes, substrates, condition categories, journals, publishers, and publication years because the source pool depends on the upstream structured-table extraction pipeline.
Reference variants intentionally expose low- to mid-performing conditions while withholding the best condition. This is a deliberate evaluation design and not a natural distribution of auxiliary evidence.
Personal or Sensitive Information
No personal, demographic, medical, political, or otherwise human-sensitive attributes are intentionally collected. Records describe chemical reactions, reaction conditions, observed outcomes, and normalized source-article identifiers from published literature tables.
Social Impact
Standardized chemistry benchmarks can improve reproducibility and make model comparisons easier. At the same time, benchmark scores can be over-interpreted as evidence of laboratory readiness, and literature-derived benchmarks can propagate existing publication and reporting biases. This release therefore includes explicit provenance manifests, source reports, evaluation scripts, and scope limitations.
Synthetic Data
This benchmark release does not intentionally include synthetic reaction records.
Croissant and NeurIPS Submission
After the repository is uploaded to Hugging Face and the Dataset Viewer is available:
- Retrieve the auto-generated core Croissant metadata from the Hugging Face dataset page or
/api/datasets/<repo_id>/croissant. - Merge the patch file at
metadata/croissant_rai_patch.jsoninto the core Croissant JSON. - Validate the final Croissant JSON with the NeurIPS-recommended validator before submitting it to OpenReview.
The helper script used locally for step 2 is tools/export_neurips_croissant.py in the source workspace that generated this repository.
License
The current repository template uses the Hugging Face metadata tag other. Before public release, the maintainers should replace it with the final redistribution license and update LICENSE.md accordingly.
Citation
Update this section with the final paper citation or dataset citation before public release.
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