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float64
0
489
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int64
0
489
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stringlengths
37
45
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stringlengths
37
61
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stringclasses
11 values
NMR_frequency
stringlengths
3
38
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stringclasses
17 values
NMR_shift_text
stringlengths
1
1.36k
NMR_note
stringlengths
2
352
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stringlengths
17
2.43k
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int64
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244
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int64
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118
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float64
0.07
244
10.1021_jacs.8b10564
S(C)c1ncc([C@H](C)N)cn1
20
20
[0.12233456 0.09951172 0.25225184 0.1708008 ]
[0.10969669 0.09355469 0.8826287 0.42500001]
13C NMR
101 MHz
CDCl3
171.26, 155.67, 155.64, 134.78, 47.10, 25.62, 14.24
null
[(171.26, None, None), (155.67, None, None), (155.64, None, None), (134.78, None, None), (47.1, None, None), (25.62, None, None), (14.24, None, None)]
7
6
7
10.1021_jacs.8b10564
c1(SC)ncc([C@H](C)/N=C/c2ccccc2O)cn1
20
20
[0.1185432 0.46953128 0.25326289 0.59453128]
[0.26868107 0.48593752 0.88363977 0.60625003]
1H NMR
400 MHz
C6D6
13.03 (s, 1H), 8.16 (s, 2H), 7.60 (s, 1H), 7.12-7.02 (m, 2H), 6.86 (d, J = 7.4 Hz, 1H), 6.69 (ddd, J = 8.1, 6.5, 2.0 Hz, 1H), 3.52 (q, J = 6.7 Hz, 1H), 2.36 (s, 3H), 0.94 (d, J = 6.7 Hz, 3H)
null
[('s', [], '1H', 13.03, 13.03), ('s', [], '2H', 8.16, 8.16), ('s', [], '1H', 7.6, 7.6), ('m', [], '2H', 7.12, 7.02), ('d', ['7.4Hz'], '1H', 6.86, 6.86), ('ddd', ['8.1Hz', '6.5Hz', '2.0Hz'], '1H', 6.69, 6.69), ('q', ['6.7Hz'], '1H', 3.52, 3.52), ('s', [], '3H', 2.36, 2.36), ('d', ['6.7Hz'], '3H', 0.94, 0.94)]
15
10
15
10.1021_jacs.8b10564
C[C@@H](N)c1cnn(-c2cccc(F)c2)c1
20
20
[0.12031251 0.78242192 0.25225184 0.87968753]
[0.26716454 0.77656255 0.88161773 0.89531253]
1H NMR
400 MHz
CDCl3
7.83 (s, 1H), 7.65 (s, 1H), 7.47-7.26 (m, 3H), 6.94 (tdd, J = 8.2, 2.5, 1.3 Hz, 1H), 4.17 (q, J = 6.5 Hz, 1H), 1.70 (s, 2H), 1.43 (d, J = 6.5 Hz, 3H)
null
[('s', [], '1H', 7.83, 7.83), ('s', [], '1H', 7.65, 7.65), ('m', [], '3H', 7.47, 7.26), ('tdd', ['8.2Hz', '2.5Hz', '1.3Hz'], '1H', 6.94, 6.94), ('q', ['6.5Hz'], '1H', 4.17, 4.17), ('s', [], '2H', 1.7, 1.7), ('d', ['6.5Hz'], '3H', 1.43, 1.43)]
12
9
12
10.1021_jacs.8b10564
C[C@@H](N)c1cnn(-c2cccc(F)c2)c1
20
20
[0.12031251 0.78242192 0.25225184 0.87968753]
[0.26716454 0.77656255 0.88161773 0.89531253]
13C NMR
101 MHz
CDCl3
163.4 (d, J = 246.5 Hz), 141.7 (d, J = 10.3 Hz), 139.6, 131.1, 130.8 (d, J = 9.2 Hz), 123.8, 114.1 (d, J = 2.9 Hz), 113.0 (d, J = 21.3 Hz), 106.6 (d, J = 26.0 Hz), 43.0, 25.8
null
[(163.4, 'd', 246.5), (141.7, 'd', 10.3), (139.6, None, None), (131.1, None, None), (130.8, 'd', 9.2), (123.8, None, None), (114.1, 'd', 2.9), (113.0, 'd', 21.3), (106.6, 'd', 26.0), (43.0, None, None), (25.8, None, None)]
11
11
11
10.1021_jacs.8b10564
C[C@@H](N)c1cnn(-c2cccc(F)c2)c1
20
20
[0.12031251 0.78242192 0.25225184 0.87968753]
[0.26716454 0.77656255 0.88161773 0.89531253]
19F NMR
376 MHz
CDCl3
-110
null
[(-110.0, None, None)]
1
1
1
10.1021_jacs.8b10564
C[C@@H](N=Cc1ccccc1O)c1cnn(-c2cccc(F)c2)c1
21
21
[0.11652115 0.38085941 0.24997704 0.53164064]
[0.26564799 0.38281254 0.8826287 0.52812503]
1H NMR
500 MHz
C6D6
13.61 (s, 1H), 7.87 (s, 1H), 7.49 (s, 1H), 7.37 (dt, J = 10.2, 2.3 Hz, 1H), 7.25 (t, J = 0.8 Hz, 1H), 7.13 (dd, J = 8.2, 1.4 Hz, 2H), 7.07 (ddd, J = 8.3, 7.1, 1.7 Hz, 1H), 6.93 (dd, J = 7.7, 1.8 Hz, 1H), 6.77 (td, J = 8.2, 6.2 Hz, 1H), 6.71 (td, J = 7.3, 1.3 Hz, 1H), 6.58 (tdd, J = 8.3, 2.5, 0.9 Hz, 1H), 4.03 (q, J = 6...
null
[('s', [], '1H', 13.61, 13.61), ('s', [], '1H', 7.87, 7.87), ('s', [], '1H', 7.49, 7.49), ('dt', ['10.2Hz', '2.3Hz'], '1H', 7.37, 7.37), ('t', ['0.8Hz'], '1H', 7.25, 7.25), ('dd', ['8.2Hz', '1.4Hz'], '2H', 7.13, 7.13), ('ddd', ['8.3Hz', '7.1Hz', '1.7Hz'], '1H', 7.07, 7.07), ('dd', ['7.7Hz', '1.8Hz'], '1H', 6.93, 6.93),...
16
14
16
10.1021_jacs.8b10564
C[C@@H](N=Cc1ccccc1O)c1cnn(-c2cccc(F)c2)c1
21
21
[0.11652115 0.38085941 0.24997704 0.53164064]
[0.26564799 0.38281254 0.8826287 0.52812503]
13C NMR
126 MHz
C6D6
164.1, 163.6 (d, J = 245.6 Hz), 162.0, 141.9 (d, J = 10.1 Hz), 139.8, 132.9, 131.8, 130.8 (d, J = 9.4 Hz), 127.2, 124.0, 119.2, 118.8, 117.6, 114.1 (d, J = 3.6 Hz), 112.8 (d, J = 21.7 Hz), 106.5 (d, J = 26.7 Hz), 60.0, 23.8
null
[(164.1, None, None), (163.6, 'd', 245.6), (162.0, None, None), (141.9, 'd', 10.1), (139.8, None, None), (132.9, None, None), (131.8, None, None), (130.8, 'd', 9.4), (127.2, None, None), (124.0, None, None), (119.2, None, None), (118.8, None, None), (117.6, None, None), (114.1, 'd', 3.6), (112.8, 'd', 21.7), (106.5, 'd...
18
18
18
10.1021_jacs.8b10564
C[C@@H](N=Cc1ccccc1O)c1cnn(-c2cccc(F)c2)c1
21
21
[0.11652115 0.38085941 0.24997704 0.53164064]
[0.26564799 0.38281254 0.8826287 0.52812503]
19F NMR
471 MHz
C6D6
-111
null
[(-111.0, None, None)]
1
1
1
10.1021_jacs.8b10564
C[C@@H](N)c1ccc2c(c1)c1ccccc1n2CC
21
21
[0.11652115 0.80312502 0.25932905 0.89062508]
[0.27651656 0.80234381 0.88212326 0.89609381]
1H NMR
400 MHz
CDCl3
8.17-8.05 (m, 2H), 7.46 (td, J = 7.6, 6.8, 1.5 Hz, 2H), 7.39 (dd, J = 10.9, 8.1 Hz, 2H), 7.22 (t, J = 7.8 Hz, 1H), 4.42-4.29 (m, 3H), 1.83 (s, 2H), 1.51 (d, J = 6.5 Hz, 3H), 1.43 (t, J = 7.2 Hz, 3H)
null
[('m', [], '2H', 8.17, 8.05), ('td', ['7.6Hz', '6.8Hz', '1.5Hz'], '2H', 7.46, 7.46), ('dd', ['10.9Hz', '8.1Hz'], '2H', 7.39, 7.39), ('t', ['7.8Hz'], '1H', 7.22, 7.22), ('m', [], '3H', 4.42, 4.29), ('s', [], '2H', 1.83, 1.83), ('d', ['6.5Hz'], '3H', 1.51, 1.51), ('t', ['7.2Hz'], '3H', 1.43, 1.43)]
18
12
18
10.1021_jacs.8b10564
C[C@@H](N)c1ccc2c(c1)c1ccccc1n2CC
21
21
[0.11652115 0.80312502 0.25932905 0.89062508]
[0.27651656 0.80234381 0.88212326 0.89609381]
13C NMR
101 MHz
CDCl3
140.4, 139.3, 138.4, 125.7, 124.0, 123.0, 123.0, 120.5, 118.8, 117.4, 108.6, 108.5, 51.7, 37.7, 26.3, 14.0
null
[(140.4, None, None), (139.3, None, None), (138.4, None, None), (125.7, None, None), (124.0, None, None), (123.0, None, None), (123.0, None, None), (120.5, None, None), (118.8, None, None), (117.4, None, None), (108.6, None, None), (108.5, None, None), (51.7, None, None), (37.7, None, None), (26.3, None, None), (14.0, ...
16
16
16
10.1021_jacs.8b10564
[C@H](C)(N=Cc1ccccc1O)c1ccc2c(c1)c1ccccc1n2CC
22
22
[0.11652115 0.38125002 0.25958182 0.52343754]
[0.275 0.38261722 0.88161773 0.52812503]
1H NMR
400 MHz
C6D6
14.02 (s, 1H), 8.11-8.01 (m, 2H), 7.98 (s, 1H), 7.45 (d, J = 8.4 Hz, 1H), 7.40 (t, J = 7.6 Hz, 1H), 7.23 (t, J = 7.5 Hz, 1H), 7.07 (dd, J = 7.8, 4.0 Hz, 2H), 7.03 (d, J = 8.6 Hz, 1H), 6.88 (d, J = 7.6 Hz, 1H), 6.67 (t, J = 7.5 Hz, 1H), 4.39 (q, J = 6.7 Hz, 1H), 3.70 (q, J = 7.2 Hz, 2H), 1.55 (d, J = 6.6 Hz, 3H), 0.92 (...
null
[('s', [], '1H', 14.02, 14.02), ('m', [], '2H', 8.11, 8.01), ('s', [], '1H', 7.98, 7.98), ('d', ['8.4Hz'], '1H', 7.45, 7.45), ('t', ['7.6Hz'], '1H', 7.4, 7.4), ('t', ['7.5Hz'], '1H', 7.23, 7.23), ('dd', ['7.8Hz', '4.0Hz'], '2H', 7.07, 7.07), ('d', ['8.6Hz'], '1H', 7.03, 7.03), ('d', ['7.6Hz'], '1H', 6.88, 6.88), ('t', ...
22
17
21
10.1021_jacs.8b10564
[C@H](C)(N=Cc1ccccc1O)c1ccc2c(c1)c1ccccc1n2CC
22
22
[0.11652115 0.38125002 0.25958182 0.52343754]
[0.275 0.38261722 0.88161773 0.52812503]
13C NMR
101 MHz
C6D6
163.6, 162.2, 140.7, 139.7, 134.9, 132.5, 131.7, 126.0, 124.6, 123.6, 123.5, 120.9, 119.6, 119.3, 118.8, 118.6, 117.6, 109.1, 108.9, 69.0, 37.4, 25.5, 13.6
null
[(163.6, None, None), (162.2, None, None), (140.7, None, None), (139.7, None, None), (134.9, None, None), (132.5, None, None), (131.7, None, None), (126.0, None, None), (124.6, None, None), (123.6, None, None), (123.5, None, None), (120.9, None, None), (119.6, None, None), (119.3, None, None), (118.8, None, None), (118...
23
23
23
10.1021_jacs.8b10564
C(c1ccccc1)(c1ccccc1)N1CCN(CC[C@@H](N)c2ccccc2)CC1
22
22
[0.12435663 0.75859378 0.32049635 0.83281253]
[0.11424633 0.85468755 0.88363977 0.89531253]
1H NMR
500 MHz
CDCl3
7.36 (dd, J = 8.2, 1.5 Hz, 4H), 7.30-7.25 (m, 4H), 7.24-7.16 (m, 5H), 7.16-7.09 (m, 2H), 4.17 (s, 1H), 3.94 (s, 1H), 2.94-2.04 (m, 9H), 1.95-1.46 (m, 4H)
null
[('dd', ['8.2Hz', '1.5Hz'], '4H', 7.36, 7.36), ('m', [], '4H', 7.3, 7.25), ('m', [], '5H', 7.24, 7.16), ('m', [], '2H', 7.16, 7.09), ('s', [], '1H', 4.17, 4.17), ('s', [], '1H', 3.94, 3.94), ('m', [], '9H', 2.94, 2.04), ('m', [], '4H', 1.95, 1.46)]
31
13
30
10.1021_jacs.8b10564
C(c1ccccc1)(c1ccccc1)N1CCN(CC[C@@H](N)c2ccccc2)CC1
22
22
[0.12435663 0.75859378 0.32049635 0.83281253]
[0.11424633 0.85468755 0.88363977 0.89531253]
13C NMR
101 MHz
CDCl3
142.9, 128.6, 128.6, 128.0, 127.1, 127.0, 126.4, 76.4, 56.1, 55.3, 53.7, 52.1, 36.4
null
[(142.9, None, None), (128.6, None, None), (128.6, None, None), (128.0, None, None), (127.1, None, None), (127.0, None, None), (126.4, None, None), (76.4, None, None), (56.1, None, None), (55.3, None, None), (53.7, None, None), (52.1, None, None), (36.4, None, None)]
26
14
13
10.1021_jacs.8b10564
N(CCCCN)(Cc1ccccc1)S(=O)(=O)c1ccc(C)cc1
24
24
[0.11702666 0.50859378 0.26135112 0.54453127]
[0.11424633 0.50937502 0.8826287 0.84062503]
1H NMR
400 MHz
CDCl3
7.70 (d, J = 8.2 Hz, 2H), 7.33-7.18 (m, 7H), 4.27 (s, 2H), 3.06 (t, J = 7.3 Hz, 2H), 2.49 (t, J = 6.8 Hz, 2H), 2.41 (s, 3H), 1.40-1.15 (m, 4H)
null
[('d', ['8.2Hz'], '2H', 7.7, 7.7), ('m', [], '7H', 7.33, 7.18), ('s', [], '2H', 4.27, 4.27), ('t', ['7.3Hz'], '2H', 3.06, 3.06), ('t', ['6.8Hz'], '2H', 2.49, 2.49), ('s', [], '3H', 2.41, 2.41), ('m', [], '4H', 1.4, 1.15)]
24
12
22
10.1021_jacs.8b10564
N(CCCCN)(Cc1ccccc1)S(=O)(=O)c1ccc(C)cc1
24
24
[0.11702666 0.50859378 0.26135112 0.54453127]
[0.11424633 0.50937502 0.8826287 0.84062503]
13C NMR
101 MHz
CDCl3
143.4, 137.0, 136.7, 129.9, 128.7, 128.5, 127.9, 127.3, 52.4, 48.2, 41.5, 30.4, 25.6, 21.7
null
[(143.4, None, None), (137.0, None, None), (136.7, None, None), (129.9, None, None), (128.7, None, None), (128.5, None, None), (127.9, None, None), (127.3, None, None), (52.4, None, None), (48.2, None, None), (41.5, None, None), (30.4, None, None), (25.6, None, None), (21.7, None, None)]
18
14
14
10.1021_jacs.8b10564
NCCCCCc1ccccc1
26
27
[0.11879597 0.70000003 0.28864892 0.73593756]
[0.11424633 0.09335938 0.8826287 0.42070316]
1H NMR
400 MHz
CDCl3
7.28 (t, J = 7.5 Hz, 2H), 7.20-7.14 (m, 3H), 2.69 (t, J = 7.0 Hz, 2H), 2.62 (t, J = 7.7 Hz, 2H), 1.74 (s, 2H), 1.64 (p, J = 7.6 Hz, 2H), 1.48 (p, J = 7.1 Hz, 2H), 1.36 (tt, J = 9.5, 5.7 Hz, 2H)
null
[('t', ['7.5Hz'], '2H', 7.28, 7.28), ('m', [], '3H', 7.2, 7.14), ('t', ['7.0Hz'], '2H', 2.69, 2.69), ('t', ['7.7Hz'], '2H', 2.62, 2.62), ('s', [], '2H', 1.74, 1.74), ('p', ['7.6Hz'], '2H', 1.64, 1.64), ('p', ['7.1Hz'], '2H', 1.48, 1.48), ('tt', ['9.5Hz', '5.7Hz'], '2H', 1.36, 1.36)]
17
9
17
10.1021_jacs.8b10564
NCCCCCc1ccccc1
26
27
[0.11879597 0.70000003 0.28864892 0.73593756]
[0.11424633 0.09335938 0.8826287 0.42070316]
13C NMR
101 MHz
CDCl3
142.7, 128.4, 128.3, 125.7, 42.1, 35.9, 33.5, 31.3, 26.6
null
[(142.7, None, None), (128.4, None, None), (128.3, None, None), (125.7, None, None), (42.1, None, None), (35.9, None, None), (33.5, None, None), (31.3, None, None), (26.6, None, None)]
11
9
9
10.1002_chem.201600378
c1ccc(CNCC(c2ccccc2)CC=C)cc1
17
17
[0.11902486 0.56640629 0.22341324 0.64765629]
[0.11543478 0.78750001 0.88150191 0.84062503]
1H NMR
600 MHz
CDCl3
7.38-7.31 (m, 4H), 7.28-7.21 (m, 6H), 5.77-5.67 (m, 1H), 5.02 (d, J = 17.0 Hz, 1H), 4.97 (d, J = 10.1 Hz, 1H), 3.82 (d, J = 13.5 Hz, 1H), 3.75 (d, J = 13.5 Hz, 1H), 2.99-2.91 (m, 2H), 2.89-2.82 (m, 1H), 2.51-2.36 (m, 2H), 1.19 (bs, 1H)
null
[('m', [], '4H', 7.38, 7.31), ('m', [], '6H', 7.28, 7.21), ('m', [], '1H', 5.77, 5.67), ('d', ['17.0Hz'], '1H', 5.02, 5.02), ('d', ['10.1Hz'], '1H', 4.97, 4.97), ('d', ['13.5Hz'], '1H', 3.82, 3.82), ('d', ['13.5Hz'], '1H', 3.75, 3.75), ('m', [], '2H', 2.99, 2.91), ('m', [], '1H', 2.89, 2.82), ('m', [], '2H', 2.51, 2.36...
21
13
21
10.1002_chem.201600378
c1ccc(CNCC(c2ccccc2)CC=C)cc1
17
17
[0.11902486 0.56640629 0.22341324 0.64765629]
[0.11543478 0.78750001 0.88150191 0.84062503]
13C NMR
150 MHz
CDCl3
143.4, 140.5, 136.7, 128.7, 128.4, 128.1, 127.9, 126.9, 126.6, 116.2, 54.5, 53.9, 46.0, 39.1
null
[(143.4, None, None), (140.5, None, None), (136.7, None, None), (128.7, None, None), (128.4, None, None), (128.1, None, None), (127.9, None, None), (126.9, None, None), (126.6, None, None), (116.2, None, None), (54.5, None, None), (53.9, None, None), (46.0, None, None), (39.1, None, None)]
18
14
14
10.1002_chem.201600378
c1ccc(C(c2ccccc2)(CC=C)CNc2ccccc2)cc1
18
18
[0.1187487 0.14550782 0.23142187 0.22968751]
[0.11598709 0.38535158 0.87929265 0.43828128]
1H NMR
600 MHz
CDCl3
7.34-7.29 (m, 4H), 7.26-7.21 (m, 6H), 7.13 (t, J = 7.8 Hz, 2H), 6.67 (t, J = 7.3 Hz, 1H), 6.55 (d, J = 8.2 Hz, 2H), 5.43-5.35 (m, 1H), 5.04-4.95 (m, 2H), 3.74 (s, 2H), 3.22 (bs, 1H), 3.01 (d, J = 7.0 Hz, 2H)
null
[('m', [], '4H', 7.34, 7.29), ('m', [], '6H', 7.26, 7.21), ('t', ['7.8Hz'], '2H', 7.13, 7.13), ('t', ['7.3Hz'], '1H', 6.67, 6.67), ('d', ['8.2Hz'], '2H', 6.55, 6.55), ('m', [], '1H', 5.43, 5.35), ('m', [], '2H', 5.04, 4.95), ('s', [], '2H', 3.74, 3.74), ('brs', [], '1H', 3.22, 3.22), ('d', ['7.0Hz'], '2H', 3.01, 3.01)]
23
11
23
10.1002_chem.201600378
c1ccc(C(c2ccccc2)(CC=C)CNc2ccccc2)cc1
18
18
[0.1187487 0.14550782 0.23142187 0.22968751]
[0.11598709 0.38535158 0.87929265 0.43828128]
13C NMR
150 MHz
CDCl3
148.6, 145.9, 134.4, 129.3, 128.4, 128.2, 126.6, 118.6, 117.5, 113.3, 50.4, 50.1, 42.3
null
[(148.6, None, None), (145.9, None, None), (134.4, None, None), (129.3, None, None), (128.4, None, None), (128.2, None, None), (126.6, None, None), (118.6, None, None), (117.5, None, None), (113.3, None, None), (50.4, None, None), (50.1, None, None), (42.3, None, None)]
23
13
13
10.1002_chem.201600378
c1ccc(CN2CC(c3ccccc3)(c3ccccc3)CC2C)cc1
21
22
[0.11930102 0.82812507 0.21706157 0.92187507]
[0.11543478 0.08603516 0.88039733 0.1366211 ]
1H NMR
600 MHz
CDCl3
7.43-7.10 (m, 15H), 4.14 (d, J = 13.3 Hz, 1H), 3.69 (d, J = 9.8 Hz, 1H), 3.30 (d, J = 13.3 Hz, 1H), 3.00-2.93 (m, 1H), 2.91-2.80 (m, 2H), 2.28-2.22 (m, 1H), 1.22 (d, J = 6.0 Hz, 3H)
null
[('m', [], '15H', 7.43, 7.1), ('d', ['13.3Hz'], '1H', 4.14, 4.14), ('d', ['9.8Hz'], '1H', 3.69, 3.69), ('d', ['13.3Hz'], '1H', 3.3, 3.3), ('m', [], '1H', 3.0, 2.93), ('m', [], '2H', 2.91, 2.8), ('m', [], '1H', 2.28, 2.22), ('d', ['6.0Hz'], '3H', 1.22, 1.22)]
25
11
25
10.1002_chem.201600378
c1ccc(CN2CC(c3ccccc3)(c3ccccc3)CC2C)cc1
21
22
[0.11930102 0.82812507 0.21706157 0.92187507]
[0.11543478 0.08603516 0.88039733 0.1366211 ]
13C NMR
150 MHz
CDCl3
150.8, 148.9, 140.2, 128.7, 128.33, 128.26, 127.9, 127.6, 127.4, 126.9, 125.9, 125.5, 66.6, 59.8, 58.1, 52.7, 48.1, 19.6
null
[(150.8, None, None), (148.9, None, None), (140.2, None, None), (128.7, None, None), (128.33, None, None), (128.26, None, None), (127.9, None, None), (127.6, None, None), (127.4, None, None), (126.9, None, None), (125.9, None, None), (125.5, None, None), (66.6, None, None), (59.8, None, None), (58.1, None, None), (52.7...
24
14
18
10.1002_chem.201600378
COc1ccc(CN2CC(c3ccccc3)(c3ccccc3)CC2C)cc1
22
22
[0.1187487 0.33242189 0.305985 0.45742189]
[0.32117378 0.33476565 0.88039733 0.46132814]
1H NMR
600 MHz
CDCl3
7.22-7.06 (m, 11H), 7.02 (t, J = 7.0 Hz, 1H), 6.79 (d, J = 8.6 Hz, 2H), 3.94 (d, J = 13.0 Hz, 1H), 3.73 (s, 3H), 3.54 (d, J = 9.9 Hz, 1H), 3.11 (d, J = 13.0 Hz, 1H), 2.83 (dd, J = 13.0, 7.7 Hz, 1H), 2.76-2.68 (m, 1H), 2.67 (d, J = 9.9 Hz, 1H), 2.11 (dd, J = 13.0, 7.7 Hz, 1H), 1.08 (d, J = 6.1 Hz, 3H)
null
[('m', [], '11H', 7.22, 7.06), ('t', ['7.0Hz'], '1H', 7.02, 7.02), ('d', ['8.6Hz'], '2H', 6.79, 6.79), ('d', ['13.0Hz'], '1H', 3.94, 3.94), ('s', [], '3H', 3.73, 3.73), ('d', ['9.9Hz'], '1H', 3.54, 3.54), ('d', ['13.0Hz'], '1H', 3.11, 3.11), ('dd', ['13.0Hz', '7.7Hz'], '1H', 2.83, 2.83), ('m', [], '1H', 2.76, 2.68), ('...
27
11
27
10.1002_chem.201600378
COc1ccc(CN2CC(c3ccccc3)(c3ccccc3)CC2C)cc1
22
22
[0.1187487 0.33242189 0.305985 0.45742189]
[0.32117378 0.33476565 0.88039733 0.46132814]
13C NMR
150 MHz
CDCl3
158.6, 150.8, 148.9, 132.3, 129.8, 128.3, 127.9, 127.6, 127.4, 125.9, 125.5, 113.7, 66.5, 59.7, 57.4, 55.4, 52.6, 48.2, 19.7
null
[(158.6, None, None), (150.8, None, None), (148.9, None, None), (132.3, None, None), (129.8, None, None), (128.3, None, None), (127.9, None, None), (127.6, None, None), (127.4, None, None), (125.9, None, None), (125.5, None, None), (113.7, None, None), (66.5, None, None), (59.7, None, None), (57.4, None, None), (55.4, ...
25
15
19
10.1002_chem.201600378
CC1CC(c2ccccc2)(c2ccccc2)CN1Cc1ccc(Cl)cc1
22
22
[0.11792022 0.71171878 0.2861015 0.83750006]
[0.30211877 0.71328126 0.88094957 0.84296879]
1H NMR
500 MHz
CDCl3
7.33-7.11 (m, 14H), 4.04 (d, J = 13.4 Hz, 1H), 3.62 (d, J = 9.8 Hz, 1H), 3.24 (d, J = 13.4 Hz, 1H), 2.93 (dd, J = 12.8, 7.7 Hz, 1H), 2.89-2.81 (m, 1H), 2.78 (d, J = 9.9 Hz, 1H), 2.24 (dd, J = 12.8, 7.7 Hz, 1H), 1.17 (d, J = 5.9 Hz, 3H)
null
[('m', [], '14H', 7.33, 7.11), ('d', ['13.4Hz'], '1H', 4.04, 4.04), ('d', ['9.8Hz'], '1H', 3.62, 3.62), ('d', ['13.4Hz'], '1H', 3.24, 3.24), ('dd', ['12.8Hz', '7.7Hz'], '1H', 2.93, 2.93), ('m', [], '1H', 2.89, 2.81), ('d', ['9.9Hz'], '1H', 2.78, 2.78), ('dd', ['12.8Hz', '7.7Hz'], '1H', 2.24, 2.24), ('d', ['5.9Hz'], '3H...
24
10
24
10.1002_chem.201600378
CC1CC(c2ccccc2)(c2ccccc2)CN1Cc1ccc(Cl)cc1
22
22
[0.11792022 0.71171878 0.2861015 0.83750006]
[0.30211877 0.71328126 0.88094957 0.84296879]
13C NMR
125 MHz
CDCl3
150.6, 148.7, 138.8, 132.5, 129.9, 128.5, 128.3, 128.0, 127.5, 127.3, 126.0, 125.6, 66.5, 59.8, 57.4, 52.7, 48.0, 19.6
null
[(150.6, None, None), (148.7, None, None), (138.8, None, None), (132.5, None, None), (129.9, None, None), (128.5, None, None), (128.3, None, None), (128.0, None, None), (127.5, None, None), (127.3, None, None), (126.0, None, None), (125.6, None, None), (66.5, None, None), (59.8, None, None), (57.4, None, None), (52.7, ...
24
14
18
10.1002_chem.201600378
[N+](c1ccc(CN2CC(c3ccccc3)(c3ccccc3)CC2C)cc1)(=O)[O-]
23
23
[0.11792022 0.26425783 0.30211877 0.38847659]
[0.31703139 0.26640626 0.88039733 0.40859376]
1H NMR
600 MHz
CDCl3
8.20 (d, J = 8.6 Hz, 2H), 7.54 (d, J = 8.5 Hz, 2H), 7.32-7.15 (m, 10H), 4.14 (d, J = 14.3 Hz, 1H), 3.61 (d, J = 9.8 Hz, 1H), 3.43 (d, J = 14.3 Hz, 1H), 2.97-2.89 (m, 2H), 2.86 (d, J = 9.7 Hz, 1H), 2.34-2.26 (m, 1H), 1.20 (d, J = 5.8 Hz, 3H)
null
[('d', ['8.6Hz'], '2H', 8.2, 8.2), ('d', ['8.5Hz'], '2H', 7.54, 7.54), ('m', [], '10H', 7.32, 7.15), ('d', ['14.3Hz'], '1H', 4.14, 4.14), ('d', ['9.8Hz'], '1H', 3.61, 3.61), ('d', ['14.3Hz'], '1H', 3.43, 3.43), ('m', [], '2H', 2.97, 2.89), ('d', ['9.7Hz'], '1H', 2.86, 2.86), ('m', [], '1H', 2.34, 2.26), ('d', ['5.8Hz']...
24
10
24
10.1002_chem.201600378
[N+](c1ccc(CN2CC(c3ccccc3)(c3ccccc3)CC2C)cc1)(=O)[O-]
23
23
[0.11792022 0.26425783 0.30211877 0.38847659]
[0.31703139 0.26640626 0.88039733 0.40859376]
13C NMR
150 MHz
CDCl3
150.2, 148.5, 148.4, 147.2, 129.1, 128.4, 128.1, 127.4, 127.2, 126.1, 125.8, 123.7, 66.6, 59.9, 57.5, 52.9, 47.8, 19.6
null
[(150.2, None, None), (148.5, None, None), (148.4, None, None), (147.2, None, None), (129.1, None, None), (128.4, None, None), (128.1, None, None), (127.4, None, None), (127.2, None, None), (126.1, None, None), (125.8, None, None), (123.7, None, None), (66.6, None, None), (59.9, None, None), (57.5, None, None), (52.9, ...
24
14
18
10.1002_chem.201600378
CC1CC(c2ccccc2)(c2ccccc2)CN1CC1CCCCC1
23
23
[0.11792022 0.60664067 0.24578219 0.72617193]
[0.26179944 0.60859379 0.88039733 0.73359379]
1H NMR
600 MHz
CDCl3
7.31-7.16 (m, 9H), 7.14-7.10 (m, 1H), 3.82 (d, J = 9.7 Hz, 1H), 2.82 (dd, J = 12.9, 7.6 Hz, 1H), 2.77 (d, J = 9.7 Hz, 1H), 2.64-2.57 (m, 1H), 2.53-2.48 (m, 1H), 2.10 (dd, J = 12.9, 8.2 Hz, 1H), 2.05 (dd, J = 12.0, 4.4 Hz, 1H), 2.03-1.98 (m, 1H), 1.77-1.64 (m, 4H), 1.53-1.45 (m, 1H), 1.31-1.13 (m, 3H), 1.06 (d, J = 6.0 ...
null
[('m', [], '9H', 7.31, 7.16), ('m', [], '1H', 7.14, 7.1), ('d', ['9.7Hz'], '1H', 3.82, 3.82), ('dd', ['12.9Hz', '7.6Hz'], '1H', 2.82, 2.82), ('d', ['9.7Hz'], '1H', 2.77, 2.77), ('m', [], '1H', 2.64, 2.57), ('m', [], '1H', 2.53, 2.48), ('dd', ['12.9Hz', '8.2Hz'], '1H', 2.1, 2.1), ('dd', ['12.0Hz', '4.4Hz'], '1H', 2.05, ...
31
12
31
10.1002_chem.201600378
CC1CC(c2ccccc2)(c2ccccc2)CN1CC1CCCCC1
23
23
[0.11792022 0.60664067 0.24578219 0.72617193]
[0.26179944 0.60859379 0.88039733 0.73359379]
13C NMR
150 MHz
CDCl3
151.5, 149.0, 128.2, 127.9, 127.7, 127.4, 125.9, 125.5, 67.8, 61.5, 60.5, 52.9, 48.2, 37.5, 32.4, 32.0, 27.1, 26.4, 26.3, 19.8
null
[(151.5, None, None), (149.0, None, None), (128.2, None, None), (127.9, None, None), (127.7, None, None), (127.4, None, None), (125.9, None, None), (125.5, None, None), (67.8, None, None), (61.5, None, None), (60.5, None, None), (52.9, None, None), (48.2, None, None), (37.5, None, None), (32.4, None, None), (32.0, None...
24
14
20
10.1002_chem.201600378
CC1CC(c2ccccc2)(c2ccccc2)CN1C
24
24
[0.11902486 0.14550782 0.21789005 0.22480469]
[0.23197418 0.14765626 0.88150191 0.23730471]
1H NMR
600 MHz
CDCl3
7.34-7.12 (m, 10H), 3.83 (d, J = 9.8 Hz, 1H), 2.92-2.87 (m, 2H), 2.55-2.48 (m, 1H), 2.38 (s, 3H), 2.23 (dd, J = 13.1, 8.8 Hz, 1H), 1.17 (d, J = 6.1 Hz, 3H), 13
null
[('m', [], '10H', 7.34, 7.12), ('d', ['9.8Hz'], '1H', 3.83, 3.83), ('m', [], '2H', 2.92, 2.87), ('m', [], '1H', 2.55, 2.48), ('s', [], '3H', 2.38, 2.38), ('dd', ['13.1Hz', '8.8Hz'], '1H', 2.23, 2.23), ('d', ['6.1Hz'], '3H', 1.17, 1.17)]
21
8
21
10.1002_chem.201600378
CC1CC(c2ccccc2)(c2ccccc2)CN1c1ccccc1
24
24
[0.11957717 0.45078127 0.2167854 0.53359376]
[0.20711982 0.45234376 0.88094957 0.56093751]
1H NMR
500 MHz
CDCl3
7.40-7.04 (m, 12H), 6.79-6.66 (m, 3H), 4.12-4.04 (m, 2H), 3.84-3.74 (m, 1H), 2.87-2.77 (m, 1H), 2.56-2.487 (m, 1H), 1.22 (d, J = 6.0 Hz, 3H)
null
[('m', [], '12H', 7.4, 7.04), ('m', [], '3H', 6.79, 6.66), ('m', [], '2H', 4.12, 4.04), ('m', [], '1H', 3.84, 3.74), ('m', [], '1H', 2.87, 2.77), ('m', [], '1H', 2.56, 2.49), ('d', ['6.0Hz'], '3H', 1.22, 1.22)]
23
10
23
10.1002_chem.201600378
CC1CC(c2ccccc2)(c2ccccc2)CN1c1ccccc1
24
24
[0.11957717 0.45078127 0.2167854 0.53359376]
[0.20711982 0.45234376 0.88094957 0.56093751]
13C NMR
125 MHz
CDCl3
147.2, 147.1, 146.8, 129.2, 128.5, 128.4, 127.3, 126.9, 126.5, 126.2, 116.2, 113.1, 60.3, 52.9, 52.6, 47.0, 19.7
null
[(147.2, None, None), (147.1, None, None), (146.8, None, None), (129.2, None, None), (128.5, None, None), (128.4, None, None), (127.3, None, None), (126.9, None, None), (126.5, None, None), (126.2, None, None), (116.2, None, None), (113.1, None, None), (60.3, None, None), (52.9, None, None), (52.6, None, None), (47.0, ...
23
13
17
10.1002_chem.201600378
c1ccc(CN2C(C)CC3(CCCCC3)C2)cc1
24
24
[0.11847253 0.73671876 0.23059338 0.82968756]
[0.24495371 0.73750004 0.88150191 0.85937507]
1H NMR
500 MHz
CDCl3
7.36-7.19 (m, 5H), 4.01 (d, J = 13.2 Hz, 1H), 3.09 (d, J = 13.2 Hz, 1H), 2.78 (d, J = 9.3 Hz, 1H), 2.55-2.42 (m, 1H), 1.87 (d, J = 9.3 Hz, 1H), 1.75 (dd, J = 12.4, 6.9 Hz, 1H), 1.49-1.23 (m, 11H), 1.14 (d, J = 5.9 Hz, 3H)
null
[('m', [], '5H', 7.36, 7.19), ('d', ['13.2Hz'], '1H', 4.01, 4.01), ('d', ['13.2Hz'], '1H', 3.09, 3.09), ('d', ['9.3Hz'], '1H', 2.78, 2.78), ('m', [], '1H', 2.55, 2.42), ('d', ['9.3Hz'], '1H', 1.87, 1.87), ('dd', ['12.4Hz', '6.9Hz'], '1H', 1.75, 1.75), ('m', [], '11H', 1.49, 1.23), ('d', ['5.9Hz'], '3H', 1.14, 1.14)]
25
11
25
10.1002_chem.201600378
c1ccc(CN2C(C)CC3(CCCCC3)C2)cc1
24
24
[0.11847253 0.73671876 0.23059338 0.82968756]
[0.24495371 0.73750004 0.88150191 0.85937507]
13C NMR
125 MHz
CDCl3
140.1, 128.9, 128.2, 126.8, 66.8, 59.2, 58.1, 47.0, 39.5, 39.4, 38.7, 26.2, 23.8, 23.7, 19.4
null
[(140.1, None, None), (128.9, None, None), (128.2, None, None), (126.8, None, None), (66.8, None, None), (59.2, None, None), (58.1, None, None), (47.0, None, None), (39.5, None, None), (39.4, None, None), (38.7, None, None), (26.2, None, None), (23.8, None, None), (23.7, None, None), (19.4, None, None)]
17
13
15
10.1002_chem.201600378
c1ccc(CN2C(C)CCC2)cc1
26
26
[0.11819637 0.71953128 0.1955211 0.77734382]
[0.11488246 0.84531256 0.88039733 0.87968753]
1H NMR
600 MHz
CDCl3
7.35-7.28 (m, 4H), 7.25-7.21 (m, 1H), 4.02 (d, J = 12.8 Hz, 1H), 3.14 (d, J = 12.8 Hz, 1H), 2.93-2.88 (m, 1H), 2.42-2.35 (m, 1H), 2.10 (q, J = 9.0 Hz, 1H), 1.98-1.89 (m, 1H), 1.76-1.67 (m, 1H), 1.66-1.59 (m, 1H), 1.50-1.42 (m, 1H), 1.17 (d, J = 6.0 Hz, 3H)
null
[('m', [], '4H', 7.35, 7.28), ('m', [], '1H', 7.25, 7.21), ('d', ['12.8Hz'], '1H', 4.02, 4.02), ('d', ['12.8Hz'], '1H', 3.14, 3.14), ('m', [], '1H', 2.93, 2.88), ('m', [], '1H', 2.42, 2.35), ('q', ['9.0Hz'], '1H', 2.1, 2.1), ('m', [], '1H', 1.98, 1.89), ('m', [], '1H', 1.76, 1.67), ('m', [], '1H', 1.66, 1.59), ('m', []...
17
9
17
10.1002_chem.201600378
c1ccc(CN2C(C)CCC2)cc1
26
26
[0.11819637 0.71953128 0.1955211 0.77734382]
[0.11488246 0.84531256 0.88039733 0.87968753]
13C NMR
150 MHz
CDCl3
139.7, 129.2, 128.3, 126.9, 59.7, 58.5, 54.2, 32.9, 21.6, 19.3
null
[(139.7, None, None), (129.2, None, None), (128.3, None, None), (126.9, None, None), (59.7, None, None), (58.5, None, None), (54.2, None, None), (32.9, None, None), (21.6, None, None), (19.3, None, None)]
12
10
10
10.1002_anie.202403314
O=C(NCc1ccccc1)c1cc(C(=O)NCc2ccccc2)c(OCc2ccccc2)cc1OCc1ccccc1
2
2
[0.37281567 0.08710938 0.62135947 0.22910157]
[0.1187487 0.2808594 0.87763573 0.40742188]
1H NMR
400 MHz
CDCl3
9.01 (s, 1H), 7.76 (s, 2H), 7.27-7.15 (m, 16H), 7.08 (dd, J = 6.7, 3.0 Hz, 4H), 6.54 (s, 1H), 5.04 (s, 4H), 4.48 (d, J = 5.4 Hz, 4H)
null
[('s', [], '1H', 9.01, 9.01), ('s', [], '2H', 7.76, 7.76), ('m', [], '16H', 7.27, 7.15), ('dd', ['6.7Hz', '3.0Hz'], '4H', 7.08, 7.08), ('s', [], '1H', 6.54, 6.54), ('s', [], '4H', 5.04, 5.04), ('d', ['5.4Hz'], '4H', 4.48, 4.48)]
32
11
32
10.1002_anie.202403314
O=C(NCc1ccccc1)c1cc(C(=O)NCc2ccccc2)c(OCc2ccccc2)cc1OCc1ccccc1
2
2
[0.37281567 0.08710938 0.62135947 0.22910157]
[0.1187487 0.2808594 0.87763573 0.40742188]
13C NMR
151 MHz
CDCl3
164.0, 159.6, 138.4, 137.3, 134.6, 129.0, 128.8, 128.6, 127.8, 127.8, 127.2, 115.8, 97.8, 72.0, 44.0
null
[(164.0, None, None), (159.6, None, None), (138.4, None, None), (137.3, None, None), (134.6, None, None), (129.0, None, None), (128.8, None, None), (128.6, None, None), (127.8, None, None), (127.8, None, None), (127.2, None, None), (115.8, None, None), (97.8, None, None), (72.0, None, None), (44.0, None, None)]
36
15
15
10.1002_anie.202403314
C(c1ccc(CNC(=O)c2cc(C(=O)NCc3ccc(C(F)(F)F)cc3)c(OCc3ccccc3)cc2OCc2ccccc2)cc1)(F)(F)F
2
2
[0.37336799 0.42109376 0.62191175 0.58671878]
[0.11819637 0.63984379 0.87874031 0.78515632]
1H NMR
400 MHz
CDCl3
8.92 (s, 1H), 7.39 (d, J = 8.2 Hz, 4H), 7.31-7.19 (m, 12H), 7.16 (d, J = 8.1 Hz, 4H), 6.64 (s, 1H), 5.08 (s, 4H), 4.49 (s, 4H)
null
[('s', [], '1H', 8.92, 8.92), ('d', ['8.2Hz'], '4H', 7.39, 7.39), ('m', [], '12H', 7.31, 7.19), ('d', ['8.1Hz'], '4H', 7.16, 7.16), ('s', [], '1H', 6.64, 6.64), ('s', [], '4H', 5.08, 5.08), ('s', [], '4H', 4.49, 4.49)]
30
10
30
10.1002_anie.202403314
C(c1ccc(CNC(=O)c2cc(C(=O)NCc3ccc(C(F)(F)F)cc3)c(OCc3ccccc3)cc2OCc2ccccc2)cc1)(F)(F)F
2
2
[0.37336799 0.42109376 0.62191175 0.58671878]
[0.11819637 0.63984379 0.87874031 0.78515632]
13C NMR
101 MHz
CDCl3
164.4, 160.1, 141.9, 136.9, 134.2, 129.1, 128.9, 128.0, 127.8, 125.5, 125.5, 125.4, 125.4, 120.0, 115.0, 97.5, 71.9, 43.3
null
[(164.4, None, None), (160.1, None, None), (141.9, None, None), (136.9, None, None), (134.2, None, None), (129.1, None, None), (128.9, None, None), (128.0, None, None), (127.8, None, None), (125.5, None, None), (125.5, None, None), (125.4, None, None), (125.4, None, None), (120.0, None, None), (115.0, None, None), (97....
38
16
18
10.1002_anie.202403314
CCCCNC(=O)c1cc(C(=O)NCCCC)c(O)cc1O
3
3
[0.41479195 0.13535157 0.58159242 0.2417969 ]
[0.1187487 0.28320314 0.87818797 0.4089844 ]
1H NMR
600 MHz
DMSO-d6
12.98 (s, 2H), 8.43 (t, J = 5.7 Hz, 2H), 8.34 (s, 1H), 6.31 (s, 1H), 3.31-3.25 (m, 4H), 1.56-1.51 (m, 4H), 1.38-1.35 (m, 4H), 0.92 (t, J = 7.4 Hz, 6H)
null
[('s', [], '2H', 12.98, 12.98), ('t', ['5.7Hz'], '2H', 8.43, 8.43), ('s', [], '1H', 8.34, 8.34), ('s', [], '1H', 6.31, 6.31), ('m', [], '4H', 3.31, 3.25), ('m', [], '4H', 1.56, 1.51), ('m', [], '4H', 1.38, 1.35), ('t', ['7.4Hz'], '6H', 0.92, 0.92)]
24
8
24
10.1002_anie.202403314
CCCCCCCCNC(=O)c1cc(C(=O)NCCCCCCCC)c(O)cc1O
3
3
[0.37171102 0.4246094 0.62467335 0.58398441]
[0.11764406 0.60000001 0.87818797 0.72500001]
1H NMR
400 MHz
DMSO-d6
13.09 (s, 2H), 8.54 (s, 2H), 8.45 (s, 1H), 6.42 (s, 1H), 3.43 (s, 4H), 1.67-1.62 (m, 4H), 1.42-1.36 (m, 20H), 0.97 (t, J = 6.6 Hz, 6H)
null
[('s', [], '2H', 13.09, 13.09), ('s', [], '2H', 8.54, 8.54), ('s', [], '1H', 8.45, 8.45), ('s', [], '1H', 6.42, 6.42), ('s', [], '4H', 3.43, 3.43), ('m', [], '4H', 1.67, 1.62), ('m', [], '20H', 1.42, 1.36), ('t', ['6.6Hz'], '6H', 0.97, 0.97)]
40
12
40
10.1002_anie.202403314
CCCCCCCCNC(=O)c1cc(C(=O)NCCCCCCCC)c(O)cc1O
3
3
[0.37171102 0.4246094 0.62467335 0.58398441]
[0.11764406 0.60000001 0.87818797 0.72500001]
13C NMR
101 MHz
DMSO-d6
168.5, 164.3, 129.6, 108.5, 103.8, 31.7, 29.4, 29.1, 29.1, 26.9, 22.5, 14.4
null
[(168.5, None, None), (164.3, None, None), (129.6, None, None), (108.5, None, None), (103.8, None, None), (31.7, None, None), (29.4, None, None), (29.1, None, None), (29.1, None, None), (26.9, None, None), (22.5, None, None), (14.4, None, None)]
24
13
12
10.1002_anie.202403314
O=C(NCc1ccccc1)c1cc(C(=O)NCc2ccccc2)c(O)cc1O
3
4
[0.41479195 0.74062501 0.58159242 0.85625003]
[0.11764406 0.08842774 0.87929265 0.21386721]
1H NMR
400 MHz
DMSO-d6
12.84 (s, 2H), 8.97 (t, J = 6.0 Hz, 2H), 8.49 (s, 1H), 7.37-7.32 (m, 8H), 7.29-7.24 (m, 2H), 6.38 (s, 1H), 4.53 (d, J = 5.9 Hz, 4H)
null
[('s', [], '2H', 12.84, 12.84), ('t', ['6.0Hz'], '2H', 8.97, 8.97), ('s', [], '1H', 8.49, 8.49), ('m', [], '8H', 7.37, 7.32), ('m', [], '2H', 7.29, 7.24), ('s', [], '1H', 6.38, 6.38), ('d', ['5.9Hz'], '4H', 4.53, 4.53)]
20
8
20
10.1002_anie.202403314
O=C(NCc1ccccc1)c1cc(C(=O)NCc2ccccc2)c(O)cc1O
3
4
[0.41479195 0.74062501 0.58159242 0.85625003]
[0.11764406 0.08842774 0.87929265 0.21386721]
13C NMR
101 MHz
DMSO-d6
168.4, 164.2, 139.4, 130.4, 128.8, 127.8, 127.4, 108.7, 103.9, 42.8
null
[(168.4, None, None), (164.2, None, None), (139.4, None, None), (130.4, None, None), (128.8, None, None), (127.8, None, None), (127.4, None, None), (108.7, None, None), (103.9, None, None), (42.8, None, None)]
22
10
10
10.1002_anie.202403314
O=C(NCc1ccc(C(F)(F)F)cc1)c1cc(C(=O)NCc2ccc(C(F)(F)F)cc2)c(O)cc1O
4
4
[0.41423964 0.25820314 0.58214476 0.3980469 ]
[0.11819637 0.44921879 0.87818797 0.57734379]
1H NMR
600 MHz
DMSO-d6
12.74 (s, 2H), 9.24 (t, J = 6.0 Hz, 2H), 8.64 (s, 1H), 7.69 (d, J = 8.1 Hz, 4H), 7.55 (d, J = 8.0 Hz, 4H), 6.38 (s, 1H), 4.59 (s, 4H)
null
[('s', [], '2H', 12.74, 12.74), ('t', ['6.0Hz'], '2H', 9.24, 9.24), ('s', [], '1H', 8.64, 8.64), ('d', ['8.1Hz'], '4H', 7.69, 7.69), ('d', ['8.0Hz'], '4H', 7.55, 7.55), ('s', [], '1H', 6.38, 6.38), ('s', [], '4H', 4.59, 4.59)]
18
7
18
10.1002_anie.202403314
O=C(NCc1ccc(C(F)(F)F)cc1)c1cccc(C(=O)NCc2ccc(C(F)(F)F)cc2)c1
4
4
[0.41479195 0.6171875 0.57938316 0.75156256]
[0.11764406 0.80625006 0.87929265 0.91250001]
1H NMR
400 MHz
DMSO-d6
9.28 (t, J = 5.9 Hz, 2H), 8.43 (s, 1H), 8.06 (d, J = 9.8 Hz, 2H), 7.71 (d, J = 8.2 Hz, 4H), 7.61 (t, J = 7.8 Hz, 1H), 7.56 (d, J = 8.2 Hz, 4H), 4.59 (d, J = 6.0 Hz, 4H)
null
[('t', ['5.9Hz'], '2H', 9.28, 9.28), ('s', [], '1H', 8.43, 8.43), ('d', ['9.8Hz'], '2H', 8.06, 8.06), ('d', ['8.2Hz'], '4H', 7.71, 7.71), ('t', ['7.8Hz'], '1H', 7.61, 7.61), ('d', ['8.2Hz'], '4H', 7.56, 7.56), ('d', ['6.0Hz'], '4H', 4.59, 4.59)]
18
7
18
10.1002_anie.202403314
O=[N+]([O-])c1c(COc2c(C(=O)NCc3ccc(C(F)(F)F)cc3)cc(C(NCc3ccc(C(F)(F)F)cc3)=O)c(OCc3ccccc3[N+](=O)[O-])c2)cccc1
5
5
[0.62301638 0.50781254 0.84173492 0.65000006]
[0.11819637 0.69921882 0.87874031 0.86484381]
1H NMR
400 MHz
DMSO-d6
8.69 (s, 2H), 8.17 (s, 1H), 8.08 (s, 2H), 7.60 (br s, 10H), 7.48 (s, 4H), 6.79 (s, 1H), 5.68 (s, 4H), 4.54 (s, 4H)
null
[('s', [], '2H', 8.69, 8.69), ('s', [], '1H', 8.17, 8.17), ('s', [], '2H', 8.08, 8.08), ('brs', [], '10H', 7.6, 7.6), ('s', [], '4H', 7.48, 7.48), ('s', [], '1H', 6.79, 6.79), ('s', [], '4H', 5.68, 5.68), ('s', [], '4H', 4.54, 4.54)]
28
11
28
10.1002_anie.202403314
C(c1ccc(CNC(=O)c2cc(C(=O)NCc3ccc(C(F)(F)F)cc3)c(OCc3ccc(B4OC(C)(C)C(C)(C)O4)cc3)cc2OCc2ccc(B3OC(C)(C)C(C)(C)O3)cc2)cc1)(F)(F)F
6
6
[0.55121485 0.13789063 0.84725811 0.31914065]
[0.11819637 0.36640626 0.87929265 0.56953129]
1H NMR
400 MHz
CDCl3
9.07 (s, 1H), 7.94-7.86 (m, 2H), 7.78 (d, J = 7.8 Hz, 4H), 7.47 (d, J = 8.0 Hz, 4H), 7.32 (d, J = 7.8 Hz, 4H), 7.22 (d, J = 7.9 Hz, 4H), 6.62 (s, 1H), 5.14 (s, 4H), 4.59 (d, J = 5.6 Hz, 4H), 1.36 (s, 24H)
null
[('s', [], '1H', 9.07, 9.07), ('m', [], '2H', 7.94, 7.86), ('d', ['7.8Hz'], '4H', 7.78, 7.78), ('d', ['8.0Hz'], '4H', 7.47, 7.47), ('d', ['7.8Hz'], '4H', 7.32, 7.32), ('d', ['7.9Hz'], '4H', 7.22, 7.22), ('s', [], '1H', 6.62, 6.62), ('s', [], '4H', 5.14, 5.14), ('d', ['5.6Hz'], '4H', 4.59, 4.59), ('s', [], '24H', 1.36, ...
52
10
52
10.1002_anie.202403314
C(c1ccc(CNC(=O)c2cc(C(=O)NCc3ccc(C(F)(F)F)cc3)c(OCc3ccc(B4OC(C)(C)C(C)(C)O4)cc3)cc2OCc2ccc(B3OC(C)(C)C(C)(C)O3)cc2)cc1)(F)(F)F
6
6
[0.55121485 0.13789063 0.84725811 0.31914065]
[0.11819637 0.36640626 0.87929265 0.56953129]
13C NMR
101 MHz
CDCl3
164.3, 159.9, 142.5, 137.6, 137.4, 135.6, 134.8 (q), 129.7 (q), 128.0, 127.2, 125.7 (q) , 115.6, 97.6, 84.2, 71.9, 43.4, 25.0
null
[(164.3, None, None), (159.9, None, None), (142.5, None, None), (137.6, None, None), (137.4, None, None), (135.6, None, None), (134.8, None, None), (129.7, None, None), (128.0, None, None), (127.2, None, None), (125.7, None, None), (115.6, None, None), (97.6, None, None), (84.2, None, None), (71.9, None, None), (43.4, ...
50
18
17
10.1002_anie.202403314
[N-]=[N+]=Nc1ccc(COc2c(C(=O)NCc3ccc(C(F)(F)F)cc3)cc(C(NCc3ccc(C(F)(F)F)cc3)=O)c(OCc3ccc(N=[N+]=[N-])cc3)c2)cc1
6
6
[0.59650509 0.58750002 0.82185145 0.74531254]
[0.11819637 0.79765628 0.87818797 0.88828131]
1H NMR
400 MHz
DMSO-d6
8.62 (t, J = 6.0 Hz, 2H), 8.19 (s, 1H), 7.57 (d, J = 8.0 Hz, 4H), 7.48 (d, J = 8.1 Hz, 4H), 7.42 (d, J = 8.0 Hz, 4H), 7.11-6.99 (m, 5H), 5.35 (s, 4H), 4.55 (d, J = 5.9 Hz, 4H)
null
[('t', ['6.0Hz'], '2H', 8.62, 8.62), ('s', [], '1H', 8.19, 8.19), ('d', ['8.0Hz'], '4H', 7.57, 7.57), ('d', ['8.1Hz'], '4H', 7.48, 7.48), ('d', ['8.0Hz'], '4H', 7.42, 7.42), ('m', [], '5H', 7.11, 6.99), ('s', [], '4H', 5.35, 5.35), ('d', ['5.9Hz'], '4H', 4.55, 4.55)]
28
9
28
10.1002_anie.202403314
C(c1ccc(CNC(=O)c2cc(C(=O)NCc3ccc(C(F)(F)F)cc3)c(OCOC(=O)C(C)(C)C)cc2OCOC(=O)C(C)(C)C)cc1)(F)(F)F
7
7
[0.64510916 0.2125 0.82847927 0.38828127]
[0.11764406 0.44140629 0.87818797 0.62578128]
1H NMR
400 MHz
CDCl3
8.91 (s, 1H), 7.66 (bs, 2H), 7.52 (d, J = 8.0 Hz, 4H), 7.41 (d, J = 7.9 Hz, 4H), 6.90 (s, 1H), 5.81 (s, 4H), 4.64 (d, J = 5.5 Hz, 4H), 1.09 (s, 18H)
null
[('s', [], '1H', 8.91, 8.91), ('brs', [], '2H', 7.66, 7.66), ('d', ['8.0Hz'], '4H', 7.52, 7.52), ('d', ['7.9Hz'], '4H', 7.41, 7.41), ('s', [], '1H', 6.9, 6.9), ('s', [], '4H', 5.81, 5.81), ('d', ['5.5Hz'], '4H', 4.64, 4.64), ('s', [], '18H', 1.09, 1.09)]
38
8
38
10.1021_acs.organomet.2c00263
O=C(/C=C/c1ccsc1)/C=C/c1ccsc1
2
2
[0.41806068 0.75859378 0.57881439 0.84609377]
[0.11374082 0.8507813 0.88313423 0.90859377]
1H NMR
400 MHz
CD2Cl2
7.70 (d, J = 15.9 Hz, 2H), 7.62 (dd, J = 2.8, 1.4 Hz, 2H), 7.41 (qd, J = 5.1, 2.1 Hz, 4H), 6.90 (d, J = 15.9 Hz, 2H), 13
null
[('d', ['15.9Hz'], '2H', 7.7, 7.7), ('dd', ['2.8Hz', '1.4Hz'], '2H', 7.62, 7.62), ('qd', ['5.1Hz', '2.1Hz'], '4H', 7.41, 7.41), ('d', ['15.9Hz'], '2H', 6.9, 6.9)]
10
5
10
10.1021_acs.organomet.2c00263
O=C(/C=C/c1cccs1)/C=C/c1cccs1
3
3
[0.41502759 0.16337892 0.58134196 0.25078126]
[0.11424633 0.25664064 0.88363977 0.38554691]
1H NMR
400 MHz
CD2Cl2
7.82 (d, J = 15.6 Hz, 0.9 Hz, 2H), 7.45 (d, J = 5.0 Hz, 1.0 Hz, 2H), 7.37 (dd, J = 3.6, 1.2 Hz, 2H), 7.10 (dd, J = 5.1, 3.6 Hz, 2H), 6.84 (d, J = 15.6 Hz, 2H), 13
null
[('d', ['15.6Hz', '0.9Hz'], '2H', 7.82, 7.82), ('d', ['5.0Hz', '1.0Hz'], '2H', 7.45, 7.45), ('dd', ['3.6Hz', '1.2Hz'], '2H', 7.37, 7.37), ('dd', ['5.1Hz', '3.6Hz'], '2H', 7.1, 7.1), ('d', ['15.6Hz'], '2H', 6.84, 6.84)]
10
5
10
10.1021_acs.organomet.2c00263
O=c1cc(-c2ccsc2)[se]c(-c2ccsc2)c1
3
3
[0.41856619 0.38613283 0.57931987 0.47343753]
[0.11424633 0.47890627 0.88363977 0.72343753]
1H NMR
400 MHz
CD2Cl2
7.72 (dd, J = 2.9, 1.4 Hz, 2H), 7.51 (dd, J = 5.1, 2.9 Hz, 2H), 7.41 (dd, J = 5.1, 1.4 Hz, 2H), 7.23 (s, 2H), 13
null
[('dd', ['2.9Hz', '1.4Hz'], '2H', 7.72, 7.72), ('dd', ['5.1Hz', '2.9Hz'], '2H', 7.51, 7.51), ('dd', ['5.1Hz', '1.4Hz'], '2H', 7.41, 7.41), ('s', [], '2H', 7.23, 7.23)]
8
4
8
10.1021_acs.organomet.2c00263
CC(C)(C)C#CC(=O)C#CC(C)(C)C
4
4
[0.41452208 0.25078126 0.58235298 0.32109376]
[0.11374082 0.32304689 0.8826287 0.49570315]
1H NMR
400 MHz
CDCl3
1.29 (s, 18H)
null
[('s', [], '18H', 1.29, 1.29)]
18
1
18
10.1021_acs.organomet.2c00263
CC(C)(C)c1cc(=O)cc(C(C)(C)C)[se]1
4
4
[0.43221512 0.49570315 0.56465997 0.57695316]
[0.11475184 0.57851564 0.88313423 0.75117192]
1H NMR
400 MHz
CDCl3
6.95 (s, 2H), 1.35 (s, 18H), 13
null
[('s', [], '2H', 6.95, 6.95), ('s', [], '18H', 1.35, 1.35)]
20
2
20
10.1021_acs.organomet.2c00263
O=c1cc(-c2ccccc2)[te]c(-c2ccccc2)c1
5
5
[0.41401657 0.16484376 0.58184745 0.25195314]
[0.11374082 0.25468751 0.8826287 0.41210941]
1H NMR
400 MHz
CDCl3
7.50 (ddt, J = 20.2, 5.1, 1.8 Hz, 10H), 7.37 (d, J = 1.6 Hz, 2H), 13
null
[('ddt', ['20.2Hz', '5.1Hz', '1.8Hz'], '10H', 7.5, 7.5), ('d', ['1.6Hz'], '2H', 7.37, 7.37)]
12
4
12
10.1021_acs.organomet.2c00263
CC1=CC(c2ccccc2)=[Se]C(c2ccccc2)=C1.F[P-](F)(F)(F)(F)F
5
5
[0.41452208 0.41171877 0.58184745 0.50078128]
[0.11424633 0.50390629 0.88313423 0.6320313 ]
1H NMR
300 MHz
CD2Cl2
8.51 (s, 2H), 7.91 (dd, J = 7.1,1.9 Hz, 4H), 7.87-7.77 (m, 2H), 7.72 (dd,J = 8.4, 6.7 Hz, 4H), 2.94 (s, 3H)
null
[('s', [], '2H', 8.51, 8.51), ('dd', ['7.1Hz', '1.9Hz'], '4H', 7.91, 7.91), ('m', [], '2H', 7.87, 7.77), ('dd', ['8.4Hz', '6.7Hz'], '4H', 7.72, 7.72), ('s', [], '3H', 2.94, 2.94)]
15
9
15
10.1021_acs.organomet.2c00263
Cc1cc(-c2ccccc2)[te+]c(-c2ccccc2)c1.F[P-](F)(F)(F)(F)F
5
5
[0.41502759 0.6320313 0.58184745 0.72109377]
[0.11424633 0.72343753 0.8826287 0.83750006]
1H NMR
400 MHz
CD2Cl2
8.52 (s, 2H), 7.97-7.72 (m, 6H), 7.70 (d, J = 7.6 Hz, 4H), 2.73 (s, 3H)
null
[('s', [], '2H', 8.52, 8.52), ('m', [], '6H', 7.97, 7.72), ('d', ['7.6Hz'], '4H', 7.7, 7.7), ('s', [], '3H', 2.73, 2.73)]
15
5
15
10.1021_acs.organomet.2c00263
Cc1cc(-c2ccsc2)[se+]c(-c2ccsc2)c1.F[P-](F)(F)(F)F
6
6
[0.4155331 0.09116211 0.58134196 0.18144532]
[0.11374082 0.18808594 0.88313423 0.31699221]
1H NMR
400 MHz
CD2Cl2
8.41 (d, J = 2.9 Hz, 2H), 8.33 (s, 2H), 7.71 (ddd, J = 17.3, 5.2, 2.0 Hz, 4H), 2.85 (s, 3H), 13
null
[('d', ['2.9Hz'], '2H', 8.41, 8.41), ('s', [], '2H', 8.33, 8.33), ('ddd', ['17.3Hz', '5.2Hz', '2.0Hz'], '4H', 7.71, 7.71), ('s', [], '3H', 2.85, 2.85)]
11
5
11
10.1021_acs.organomet.2c00263
CC1=CC(c2cccs2)=[Se]C(c2cccs2)=C1.F[P-](F)(F)(F)(F)F
6
6
[0.41502759 0.31640627 0.58134196 0.40390627]
[0.11525736 0.41015629 0.88363977 0.5382813 ]
1H NMR
500 MHz
CD2Cl2
8.09 (s, 2H), 8.04 (d, J = 4.5 Hz, 4H), 7.42 (t, J = 4.5 Hz, 2H), 2.79 (s, 3H), 13
null
[('s', [], '2H', 8.09, 8.09), ('d', ['4.5Hz'], '4H', 8.04, 8.04), ('t', ['4.5Hz'], '2H', 7.42, 7.42), ('s', [], '3H', 2.79, 2.79)]
11
9
11
10.1021_acs.organomet.2c00263
Cc1cc(C(C)(C)C)[se+]c(C(C)(C)C)c1.F[P-](F)(F)(F)(F)F
6
6
[0.43170959 0.53984378 0.56415443 0.62109379]
[0.11424633 0.62304691 0.8826287 0.73710941]
1H NMR
400 MHz
CDCl3
8.27 (s, 2H), 2.78 (s, 3H), 1.63 (s, 18H), 13
null
[('s', [], '2H', 8.27, 8.27), ('s', [], '3H', 2.78, 2.78), ('s', [], '18H', 1.63, 1.63)]
23
3
23
10.1021_acs.organomet.2c00263
Cc1cc(C(C)(C)C)[te+]c(C(C)(C)C)c1.F[P-](F)(F)(F)(F)F
6
6
[0.43170959 0.73671877 0.56516545 0.8195313 ]
[0.1132353 0.82031258 0.88363977 0.90781256]
1H NMR
400 MHz
CDCl3
8.25 (s, 2H), 2.51 (s, 3H), 1.61 (s, 18H), 13
null
[('s', [], '2H', 8.25, 8.25), ('s', [], '3H', 2.51, 2.51), ('s', [], '18H', 1.61, 1.61)]
23
3
23
10.1021_acs.organomet.2c00263
O=CC=C1C=C(c2ccccc2)[Te]C(c2ccccc2)=C1
7
7
[0.41502759 0.41093753 0.58184745 0.52656255]
[0.11475184 0.52851567 0.88313423 0.71523439]
1H NMR
400 MHz
CDCl3
10.28 (d, J = 6.7 Hz, 1H), 8.32 (s, 1H), 7.59-7.33 (m, 10H), 7.02 (s, 1H), 5.98 (d, J = 6.7 Hz, 1H), 1
null
[('d', ['6.7Hz'], '1H', 10.28, 10.28), ('s', [], '1H', 8.32, 8.32), ('m', [], '10H', 7.59, 7.33), ('s', [], '1H', 7.02, 7.02), ('d', ['6.7Hz'], '1H', 5.98, 5.98)]
14
6
14
10.1021_acs.organomet.2c00263
CC(C)(C)C1=CC(=CC=O)C=C(C(C)(C)C)[Se]1
8
8
[0.43373163 0.51562504 0.56415443 0.62656252]
[0.11424633 0.62812505 0.8826287 0.78593753]
1H NMR
400 MHz
CDCl3
10.03 (d, J = 6.7 Hz, 1H), 8.01 (s, 1H), 6.62 (s, 1H), 5.69 (d, J = 6.7 Hz, 1H), 1.33 (d, J = 13.2 Hz, 18H)
null
[('d', ['6.7Hz'], '1H', 10.03, 10.03), ('s', [], '1H', 8.01, 8.01), ('s', [], '1H', 6.62, 6.62), ('d', ['6.7Hz'], '1H', 5.69, 5.69), ('d', ['13.2Hz'], '18H', 1.33, 1.33)]
22
4
22
10.1021_acs.organomet.2c00263
CC(C)(C)C1=CC(=CC=O)C=C(C(C)(C)C)[Te]1
8
9
[0.42766546 0.78593753 0.56920958 0.90468752]
[0.11424633 0.09277345 0.8826287 0.25195314]
1H NMR
400 MHz
CDCl3
10.21 (d, J = 6.8 Hz, 1H), 8.02 (s, 1H), 6.65 (s, 1 H), 5.85 (d, J = 6.8 Hz, 1H), 1.30 (d, J = 14.6 Hz, 18H)
null
[('d', ['6.8Hz'], '1H', 10.21, 10.21), ('s', [], '1H', 8.02, 8.02), ('s', [], '1H', 6.65, 6.65), ('d', ['6.8Hz'], '1H', 5.85, 5.85), ('d', ['14.6Hz'], '18H', 1.3, 1.3)]
22
4
22
10.1021_jacs.5b06190
C(Cl)(Cl)(Cl)COC(CCC1=[N+]2[B-](N3C(C=C2C=C1)=C(C)C=C3/C=C/C1C(O)=C(OCC)C=CC=1)(F)F)=O
1
1
[0.58877259 0.11953126 0.83400247 0.23632814]
[0.11930102 0.54687504 0.87929265 0.72656257]
1H NMR
500 MHz
CDCl3
7.70 (s, 2H), 7.28 (dd, J=7.6 Hz, 1.0, 1H), 7.02 (s, 1H), 6.82 (m, 4H), 6.28 (d, J=3.9 Hz, 1H), 4.78 (s, 2H), 4.20-4.04 (m, 2H), 3.39 (t, J=7.5 Hz, 2H), 2.96 (t, J=7.5 Hz, 2H), 2.25 (s, 3H), 1.45 (t, J=7.0 Hz, 3H)
null
[('s', [], '2H', 7.7, 7.7), ('dd', "['7.6Hz', '1.0Hz']", '1H', 7.28, 7.28), ('s', [], '1H', 7.02, 7.02), ('m', [], '4H', 6.82, 6.82), ('d', ['3.9Hz'], '1H', 6.28, 6.28), ('s', [], '2H', 4.78, 4.78), ('m', [], '2H', 4.2, 4.04), ('t', ['7.5Hz'], '2H', 3.39, 3.39), ('t', ['7.5Hz'], '2H', 2.96, 2.96), ('s', [], '3H', 2.25,...
24
16
23
10.1021_jacs.5b06190
C(Cl)(Cl)(Cl)COC(CCC1=[N+]2[B-](N3C(C=C2C=C1)=C(C)C=C3/C=C/C1C(O)=C(OCC)C=CC=1)(F)F)=O
1
1
[0.58877259 0.11953126 0.83400247 0.23632814]
[0.11930102 0.54687504 0.87929265 0.72656257]
13C NMR
126 MHz
CDCl3
171.05, 157.99, 155.12, 145.96, 144.73, 143.09, 136.88, 133.60, 133.52, 126.81, 122.40, 121.88, 119.73, 119.43, 118.84, 116.97, 116.29, 112.13, 94.89, 74.02, 64.72, 33.03, 23.68, 14.81, 11.30
null
[(171.05, None, None), (157.99, None, None), (155.12, None, None), (145.96, None, None), (144.73, None, None), (143.09, None, None), (136.88, None, None), (133.6, None, None), (133.52, None, None), (126.81, None, None), (122.4, None, None), (121.88, None, None), (119.73, None, None), (119.43, None, None), (118.84, None...
25
25
25
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2ccccc12)C(F)F
2
2
[0.15105939 0.12519532 0.27256968 0.19589844]
[0.14802163 0.21445313 0.84946742 0.42265628]
1H NMR
400 MHz
CDCl3
8.37 (d, J = 8.3 Hz, 1H), 7.73 (d, J = 7.7 Hz, 1H), 7.53-7.28 (m, 9H), 7.10 (d, J = 8.2 Hz, 2H), 6.52 (t, J = 56.8 Hz, 1H), 2.32 (s, 3H)
null
[('d', ['8.3Hz'], '1H', 8.37, 8.37), ('d', ['7.7Hz'], '1H', 7.73, 7.73), ('m', [], '9H', 7.53, 7.28), ('d', ['8.2Hz'], '2H', 7.1, 7.1), ('t', ['56.8Hz'], '1H', 6.52, 6.52), ('s', [], '3H', 2.32, 2.32)]
17
11
17
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2ccccc12)C(F)F
2
2
[0.15105939 0.12519532 0.27256968 0.19589844]
[0.14802163 0.21445313 0.84946742 0.42265628]
13C NMR
101 MHz
CDCl3
146.6, 145.3, 136.6, 135.3, 131.8, 131.3, 129.58, 129.55, 129.5, 127.3, 127.0, 126.0, 124.6, 120.1 (t, 1JC-F = 278.9 Hz), 115.7, 106.5 (t, 3JC-F = 3.5 Hz), 21.6
null
[(146.6, None, None), (145.3, None, None), (136.6, None, None), (135.3, None, None), (131.8, None, None), (131.3, None, None), (129.58, None, None), (129.55, None, None), (129.5, None, None), (127.3, None, None), (127.0, None, None), (126.0, None, None), (124.6, None, None), (120.1, 't', 278.9), (115.7, None, None), (1...
22
18
17
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2ccccc12)C(F)F
2
2
[0.15105939 0.12519532 0.27256968 0.19589844]
[0.14802163 0.21445313 0.84946742 0.42265628]
19F NMR
376 MHz
CDCl3
-91.0 (s)
null
[(-91.0, None, None)]
2
1
1
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2ccc(F)cc12)C(F)F
2
2
[0.15105939 0.46796879 0.29742406 0.53828129]
[0.1474693 0.55703126 0.85001971 0.82109378]
1H NMR
400 MHz
CDCl3
8.34 (dd, J = 9.2, 4.3 Hz, 1H), 7.52 (t, J = 7.4 Hz, 1H), 7.45 (t, J = 7.5 Hz, 2H), 7.39 (dd, J = 8.4, 2.4 Hz, 1H), 7.31 (dd, J = 7.6, 4.9 Hz, 4H), 7.18 (td, J = 9.0, 2.6 Hz, 1H), 7.13 (d, J = 8.2 Hz, 2H), 6.51 (t, J = 56.5 Hz, 1H), 2.35 (s, 3H)
null
[('dd', ['9.2Hz', '4.3Hz'], '1H', 8.34, 8.34), ('t', ['7.4Hz'], '1H', 7.52, 7.52), ('t', ['7.5Hz'], '2H', 7.45, 7.45), ('dd', ['8.4Hz', '2.4Hz'], '1H', 7.39, 7.39), ('dd', ['7.6Hz', '4.9Hz'], '4H', 7.31, 7.31), ('td', ['9.0Hz', '2.6Hz'], '1H', 7.18, 7.18), ('d', ['8.2Hz'], '2H', 7.13, 7.13), ('t', ['56.5Hz'], '1H', 6.5...
16
10
16
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2ccc(F)cc12)C(F)F
2
2
[0.15105939 0.46796879 0.29742406 0.53828129]
[0.1474693 0.55703126 0.85001971 0.82109378]
13C NMR
101 MHz
CDCl3
160.4 (d, 1JC-F = 243.4 Hz), 148.3, 145.5, 135.0, 132.9, 132.8, 131.7, 129.7, 129.6, 129.2, 127.4, 127.0, 119.8 (t, 1JC-F = 279.3 Hz), 117.1 (d, 3JC-F = 9.0 Hz), 114.0 (d, 2JC-F = 25.4 Hz), 106.1 (q, 3JC-F = 3.4 Hz), 105.8 (d, 2JC-F = 24.9 Hz), 21.7
null
[(160.4, 'd', 243.4), (148.3, None, None), (145.5, None, None), (135.0, None, None), (132.9, None, None), (132.8, None, None), (131.7, None, None), (129.7, None, None), (129.6, None, None), (129.2, None, None), (127.4, None, None), (127.0, None, None), (119.8, 't', 279.3), (117.1, 'd', 9.0), (114.0, 'd', 25.4), (106.1,...
22
18
18
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2ccc(F)cc12)C(F)F
2
2
[0.15105939 0.46796879 0.29742406 0.53828129]
[0.1474693 0.55703126 0.85001971 0.82109378]
19F NMR
376 MHz
CDCl3
-90.9 (s),-117.6 (s)
null
[(-90.9, None, None), (-117.6, None, None)]
3
2
2
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2ccc(Cl)cc12)C(F)F
3
3
[0.15133554 0.09726563 0.305985 0.16816407]
[0.14857395 0.1866211 0.84946742 0.42109376]
1H NMR
400 MHz
CDCl3
8.30 (d, J = 8.9 Hz, 1H), 7.69 (d, J = 1.8 Hz, 1H), 7.53-7.46 (m, 1H), 7.46-7.37 (m, 3H), 7.33-7.25 (m, 4H), 7.11 (d, J = 8.1 Hz, 2H), 6.50 (t, J = 56.6 Hz, 1H), 2.33 (s, 3H)
null
[('d', ['8.9Hz'], '1H', 8.3, 8.3), ('d', ['1.8Hz'], '1H', 7.69, 7.69), ('m', [], '1H', 7.53, 7.46), ('m', [], '3H', 7.46, 7.37), ('m', [], '4H', 7.33, 7.25), ('d', ['8.1Hz'], '2H', 7.11, 7.11), ('t', ['56.6Hz'], '1H', 6.5, 6.5), ('s', [], '3H', 2.33, 2.33)]
16
10
16
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2ccc(Cl)cc12)C(F)F
3
3
[0.15133554 0.09726563 0.305985 0.16816407]
[0.14857395 0.1866211 0.84946742 0.42109376]
13C NMR
101 MHz
CDCl3
148.0, 145.6, 135.01, 134.99, 132.8, 131.8, 130.6, 129.8, 129.7, 129.1, 127.4, 127.0, 126.2, 119.8, 119.7 (t, 1JC-F = 279.3 Hz), 116.9, 105.6 (t, 3JC-F = 3.4 Hz), 21.7
null
[(148.0, None, None), (145.6, None, None), (135.01, None, None), (134.99, None, None), (132.8, None, None), (131.8, None, None), (130.6, None, None), (129.8, None, None), (129.7, None, None), (129.1, None, None), (127.4, None, None), (127.0, None, None), (126.2, None, None), (119.8, None, None), (119.7, 't', 279.3), (1...
22
18
18
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2ccc(Cl)cc12)C(F)F
3
3
[0.15133554 0.09726563 0.305985 0.16816407]
[0.14857395 0.1866211 0.84946742 0.42109376]
19F NMR
376 MHz
CDCl3
-90.9 (s)
null
[(-90.9, None, None)]
2
1
1
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2cc(Br)ccc12)C(F)F
3
3
[0.1516117 0.46796879 0.305985 0.53828129]
[0.14857395 0.55664066 0.84836274 0.76601564]
1H NMR
400 MHz
CDCl3
8.57 (s, 1H), 7.59 (d, J = 8.4 Hz, 1H), 7.55-7.46 (m, 2H), 7.42 (t, J = 7.5 Hz, 2H), 7.32-7.24 (m, 4H), 7.13 (d, J = 8.2 Hz, 2H), 6.49 (t, J = 56.6 Hz, 1H), 2.35 (s, 3H)
null
[('s', [], '1H', 8.57, 8.57), ('d', ['8.4Hz'], '1H', 7.59, 7.59), ('m', [], '2H', 7.55, 7.46), ('t', ['7.5Hz'], '2H', 7.42, 7.42), ('m', [], '4H', 7.32, 7.24), ('d', ['8.2Hz'], '2H', 7.13, 7.13), ('t', ['56.6Hz'], '1H', 6.49, 6.49), ('s', [], '3H', 2.35, 2.35)]
16
10
16
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2cc(Br)ccc12)C(F)F
3
3
[0.1516117 0.46796879 0.305985 0.53828129]
[0.14857395 0.55664066 0.84836274 0.76601564]
13C NMR
101 MHz
CDCl3
147.0, 145.6, 137.2, 135.1, 131.8, 130.2, 129.7, 129.0, 128.0, 127.4, 127.1, 121.3, 119.8 (t, 1JC-F = 279.3 Hz), 119.6, 118.6, 116.0 (t, 3JC-F = 3.3 Hz), 21.7
null
[(147.0, None, None), (145.6, None, None), (137.2, None, None), (135.1, None, None), (131.8, None, None), (130.2, None, None), (129.7, None, None), (129.0, None, None), (128.0, None, None), (127.4, None, None), (127.1, None, None), (121.3, None, None), (119.8, 't', 279.3), (119.6, None, None), (118.6, None, None), (116...
22
18
17
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2cc(Br)ccc12)C(F)F
3
3
[0.1516117 0.46796879 0.305985 0.53828129]
[0.14857395 0.55664066 0.84836274 0.76601564]
19F NMR
376 MHz
CDCl3
-90.9 (s)
null
[(-90.9, None, None)]
2
1
1
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2cc(C)ccc12)C(F)F
3
3
[0.1516117 0.81015631 0.31095588 0.88203129]
[0.14912627 0.89843757 0.84836274 0.91406257]
1H NMR
400 MHz
CDCl3
8.09 (t, J = 0.8 Hz, 1H), 7.50 (d, J = 7.9 Hz, 1H), 7.40-7.34 (m, 1H), 7.35-7.27 (m, 2H), 7.26-7.20 (m, 2H), 7.19-7.15 (m, 2H), 7.15-7.08 (m, 1H), 7.02-6.96 (m, 2H), 6.41 (t, J = 56.9 Hz, 1H), 2.45 (s, 3H), 2.22 (s, 3H)
null
[('t', ['0.8Hz'], '1H', 8.09, 8.09), ('d', ['7.9Hz'], '1H', 7.5, 7.5), ('m', [], '1H', 7.4, 7.34), ('m', [], '2H', 7.35, 7.27), ('m', [], '2H', 7.26, 7.2), ('m', [], '2H', 7.19, 7.15), ('m', [], '1H', 7.15, 7.08), ('m', [], '2H', 7.02, 6.96), ('t', ['56.9Hz'], '1H', 6.41, 6.41), ('s', [], '3H', 2.45, 2.45), ('s', [], '...
19
11
19
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2cc(C)ccc12)C(F)F
3
3
[0.1516117 0.81015631 0.31095588 0.88203129]
[0.14912627 0.89843757 0.84836274 0.91406257]
13C NMR
101 MHz
CDCl3
145.8, 145.2, 137.1, 136.3, 135.4, 131.8, 129.7, 129.6, 129.4, 129.1, 127.3, 126.9, 126.2, 120.1 (t, 1JC-F = 278.9 Hz), 119.6, 115.8, 106.5 (t, 3JC-F = 3.5 Hz), 22.2, 21.6
null
[(145.8, None, None), (145.2, None, None), (137.1, None, None), (136.3, None, None), (135.4, None, None), (131.8, None, None), (129.7, None, None), (129.6, None, None), (129.4, None, None), (129.1, None, None), (127.3, None, None), (126.9, None, None), (126.2, None, None), (120.1, 't', 278.9), (119.6, None, None), (115...
23
19
19
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2cc(C)ccc12)C(F)F
3
3
[0.1516117 0.81015631 0.31095588 0.88203129]
[0.14912627 0.89843757 0.84836274 0.91406257]
19F NMR
376 MHz
CDCl3
-91.0 (s)
null
[(-91.0, None, None)]
2
1
1
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2ccc(OC)cc12)C(F)F
4
4
[0.1516117 0.34726565 0.32227844 0.41835939]
[0.14857395 0.43671876 0.84891508 0.67265628]
1H NMR
400 MHz
CDCl3
8.24 (d, J = 9.1 Hz, 1H), 7.50 (t, J = 6.7 Hz, 1H), 7.43 (t, J = 7.4 Hz, 2H), 7.31 (d, J = 8.4 Hz, 4H), 7.15 (d, J = 2.4 Hz, 1H), 7.10 (d, J = 8.2 Hz, 2H), 7.05 (dd, J = 9.1, 2.6 Hz, 1H), 6.50 (t, J = 56.8 Hz, 1H), 3.88 (s, 3H), 2.33 (s, 3H)
null
[('d', ['9.1Hz'], '1H', 8.24, 8.24), ('t', ['6.7Hz'], '1H', 7.5, 7.5), ('t', ['7.4Hz'], '2H', 7.43, 7.43), ('d', ['8.4Hz'], '4H', 7.31, 7.31), ('d', ['2.4Hz'], '1H', 7.15, 7.15), ('d', ['8.2Hz'], '2H', 7.1, 7.1), ('dd', ['9.1Hz', '2.6Hz'], '1H', 7.05, 7.05), ('t', ['56.8Hz'], '1H', 6.5, 6.5), ('s', [], '3H', 3.88, 3.88...
19
11
19
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2ccc(OC)cc12)C(F)F
4
4
[0.1516117 0.34726565 0.32227844 0.41835939]
[0.14857395 0.43671876 0.84891508 0.67265628]
13C NMR
101 MHz
CDCl3
157.4, 147.3, 145.2, 135.2, 132.6, 131.8, 131.1, 129.6, 129.51, 129.49, 127.3, 126.9, 120.1 (t, 1JC-F = 277.9 Hz), 116.9, 115.1, 106.5 (t, 3JC-F = 3.4 Hz), 102.0, 55.7, 21.6
null
[(157.4, None, None), (147.3, None, None), (145.2, None, None), (135.2, None, None), (132.6, None, None), (131.8, None, None), (131.1, None, None), (129.6, None, None), (129.51, None, None), (129.49, None, None), (127.3, None, None), (126.9, None, None), (120.1, 't', 277.9), (116.9, None, None), (115.1, None, None), (1...
23
19
19
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2)n(S(=O)(=O)c2ccc(C)cc2)c2ccc(OC)cc12)C(F)F
4
4
[0.1516117 0.34726565 0.32227844 0.41835939]
[0.14857395 0.43671876 0.84891508 0.67265628]
19F NMR
376 MHz
CDCl3
-90.8 (s)
null
[(-90.8, None, None)]
2
1
1
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2Cl)n(S(=O)(=O)c2ccc(C)cc2)c2ccccc12)C(F)F
4
4
[0.15078323 0.71796879 0.305985 0.78828129]
[0.1474693 0.80703126 0.84891508 0.90546879]
1H NMR
400 MHz
CDCl3
8.35 (d, J = 8.4 Hz, 1H), 7.80 (d, J = 7.8 Hz, 1H), 7.54-7.45 (m, 5H), 7.45-7.36 (m, 2H), 7.33-7.27 (m, 1H), 7.18 (d, J = 8.1 Hz, 2H), 6.61 (dd, J = 57.9, 56.0 Hz, 1H), 2.36 (s, 3H)
null
[('d', ['8.4Hz'], '1H', 8.35, 8.35), ('d', ['7.8Hz'], '1H', 7.8, 7.8), ('m', [], '5H', 7.54, 7.45), ('m', [], '2H', 7.45, 7.36), ('m', [], '1H', 7.33, 7.27), ('d', ['8.1Hz'], '2H', 7.18, 7.18), ('dd', ['57.9Hz', '56.0Hz'], '1H', 6.61, 6.61), ('s', [], '3H', 2.36, 2.36)]
16
12
16
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2Cl)n(S(=O)(=O)c2ccc(C)cc2)c2ccccc12)C(F)F
4
4
[0.15078323 0.71796879 0.305985 0.78828129]
[0.1474693 0.80703126 0.84891508 0.90546879]
13C NMR
101 MHz
CDCl3
145.6, 144.6, 136.7, 135.3, 134.3, 132.5, 131.5, 131.0, 130.7, 129.7, 128.9, 126.9, 126.3, 124.7, 121.2, 120.2, 119.8 (t, 1JC-F = 279.1 Hz), 115.7, 106.8 (t, 3JC-F = 3.4 Hz), 21.7
null
[(145.6, None, None), (144.6, None, None), (136.7, None, None), (135.3, None, None), (134.3, None, None), (132.5, None, None), (131.5, None, None), (131.0, None, None), (130.7, None, None), (129.7, None, None), (128.9, None, None), (126.9, None, None), (126.3, None, None), (124.7, None, None), (121.2, None, None), (120...
22
20
20
10.1021_acs.orglett.3c01095
S(c1c(-c2ccccc2Cl)n(S(=O)(=O)c2ccc(C)cc2)c2ccccc12)C(F)F
4
4
[0.15078323 0.71796879 0.305985 0.78828129]
[0.1474693 0.80703126 0.84891508 0.90546879]
19F NMR
376 MHz
CDCl3
-90.9 (s)
null
[(-90.9, None, None)]
2
1
1
10.1021_acs.orglett.3c01095
S(c1c(-c2cccc(F)c2)n(S(=O)(=O)c2ccc(C)cc2)c2ccccc12)C(F)F
5
5
[0.15078323 0.26406251 0.30874659 0.33515626]
[0.14802163 0.35332034 0.84836274 0.6171875 ]
1H NMR
400 MHz
CDCl3
8.49 (d, J = 8.4 Hz, 1H), 7.87 (d, J = 7.8 Hz, 1H), 7.74-7.42 (m, 5H), 7.40-7.22 (m, 4H), 7.11 (d, J = 9.3 Hz, 1H), 6.68 (t, J = 56.6 Hz, 1H), 2.47 (s, 3H)
null
[('d', ['8.4Hz'], '1H', 8.49, 8.49), ('d', ['7.8Hz'], '1H', 7.87, 7.87), ('m', [], '5H', 7.74, 7.42), ('m', [], '4H', 7.4, 7.22), ('d', ['9.3Hz'], '1H', 7.11, 7.11), ('t', ['56.6Hz'], '1H', 6.68, 6.68), ('s', [], '3H', 2.47, 2.47)]
16
12
16
10.1021_acs.orglett.3c01095
S(c1c(-c2cccc(F)c2)n(S(=O)(=O)c2ccc(C)cc2)c2ccccc12)C(F)F
5
5
[0.15078323 0.26406251 0.30874659 0.33515626]
[0.14802163 0.35332034 0.84836274 0.6171875 ]
13C NMR
101 MHz
CDCl3
161.7 (d, 1JC-F = 247.5 Hz), 145.5, 145.0, 136.7, 135.1, 131.5 (d, 3JC-F = 8.7 Hz), 131.2, 129.7, 128.9 (d, 3JC-F = 8.3 Hz), 127.8 (d, 3JC-F = 3.0 Hz), 126.9, 126.2, 124.8, 120.2 119.8 (t, 1JC-F = 279.1 Hz), 118.8 (d, 2JC-F = 22.8 Hz), 116.5 (d, 2JC-F = 21.0 Hz), 115.7, 106.9, 21.6
null
[(161.7, 'd', 247.5), (120.2, None, None), (145.5, None, None), (145.0, None, None), (136.7, None, None), (135.1, None, None), (131.5, 'd', 8.7), (131.2, None, None), (129.7, None, None), (128.9, 'd', 8.3), (127.8, 'd', 3.0), (126.9, None, None), (126.2, None, None), (124.8, None, None), (119.8, 't', 279.1), (118.8, 'd...
22
20
20
10.1021_acs.orglett.3c01095
S(c1c(-c2cccc(F)c2)n(S(=O)(=O)c2ccc(C)cc2)c2ccccc12)C(F)F
5
5
[0.15078323 0.26406251 0.30874659 0.33515626]
[0.14802163 0.35332034 0.84836274 0.6171875 ]
19F NMR
376 MHz
CDCl3
-90.9 (d, J = 17.4 Hz, 2F),-113.6 (s)
null
[(-90.9, 'd', 17.4), (-113.6, None, None)]
3
2
2
10.1021_acs.orglett.3c01095
S(c1c(-c2cccc(Br)c2)n(S(=O)(=O)c2ccc(C)cc2)c2ccccc12)C(F)F
5
5
[0.15105939 0.66250001 0.31647907 0.73281251]
[0.1474693 0.75156256 0.84891508 0.90468751]
1H NMR
400 MHz
CDCl3
8.39 (d, J = 8.4 Hz, 1H), 7.75 (d, J = 7.8 Hz, 1H), 7.63 (td, J = 4.2, 1.9 Hz, 1H), 7.53-7.46 (m, 1H), 7.42 (t, J = 7.5 Hz, 1H), 7.37-7.30 (m, 4H), 7.22 (s, 1H), 7.16 (d, J = 8.2 Hz, 2H), 6.56 (t, J = 56.5 Hz, 1H), 2.37 (s, 3H)
null
[('d', ['8.4Hz'], '1H', 8.39, 8.39), ('d', ['7.8Hz'], '1H', 7.75, 7.75), ('td', ['4.2Hz', '1.9Hz'], '1H', 7.63, 7.63), ('m', [], '1H', 7.53, 7.46), ('t', ['7.5Hz'], '1H', 7.42, 7.42), ('m', [], '4H', 7.37, 7.3), ('s', [], '1H', 7.22, 7.22), ('d', ['8.2Hz'], '2H', 7.16, 7.16), ('t', ['56.5Hz'], '1H', 6.56, 6.56), ('s', ...
16
12
16
10.1021_acs.orglett.3c01095
S(c1c(-c2cccc(Br)c2)n(S(=O)(=O)c2ccc(C)cc2)c2ccccc12)C(F)F
5
5
[0.15105939 0.66250001 0.31647907 0.73281251]
[0.1474693 0.75156256 0.84891508 0.90468751]
13C NMR
101 MHz
CDCl3
145.6, 144.6, 136.7, 135.3, 134.3, 132.5, 131.5, 131.0, 130.7, 129.7, 128.9, 126.9, 126.3, 124.7, 121.2, 120.2, 119.8 (t, 1JC-F = 279.2 Hz), 115.7, 116.8 (t, 3JC-F = 3.4 Hz), 21.7
null
[(145.6, None, None), (144.6, None, None), (136.7, None, None), (135.3, None, None), (134.3, None, None), (132.5, None, None), (131.5, None, None), (131.0, None, None), (130.7, None, None), (129.7, None, None), (128.9, None, None), (126.9, None, None), (126.3, None, None), (124.7, None, None), (121.2, None, None), (120...
22
20
20
10.1021_acs.orglett.3c01095
S(c1c(-c2cccc(Br)c2)n(S(=O)(=O)c2ccc(C)cc2)c2ccccc12)C(F)F
5
5
[0.15105939 0.66250001 0.31647907 0.73281251]
[0.1474693 0.75156256 0.84891508 0.90468751]
19F NMR
376 MHz
CDCl3
-90.9 (s)
null
[(-90.9, None, None)]
2
1
1
10.1021_acs.orglett.3c01095
S(c1c(-c2ccc(F)cc2)n(S(=O)(=O)c2ccc(C)cc2)c2ccccc12)C(F)F
6
6
[0.15105939 0.20820313 0.333601 0.27929689]
[0.14802163 0.2982422 0.84836274 0.56093751]
1H NMR
400 MHz
CDCl3
8.37 (d, J = 8.3 Hz, 1H), 7.73 (d, J = 7.8 Hz, 1H), 7.49-7.45 (m, 1H), 7.42-7.38 (m, 1H), 7.35-7.30 (m, 2H), 7.30-7.25 (m, 2H), 7.15-7.09 (m, 4H), 6.54 (t, J = 56.6 Hz, 1H), 2.33 (s, 3H)
null
[('d', ['8.3Hz'], '1H', 8.37, 8.37), ('d', ['7.8Hz'], '1H', 7.73, 7.73), ('m', [], '1H', 7.49, 7.45), ('m', [], '1H', 7.42, 7.38), ('m', [], '2H', 7.35, 7.3), ('m', [], '2H', 7.3, 7.25), ('m', [], '4H', 7.15, 7.09), ('t', ['56.6Hz'], '1H', 6.54, 6.54), ('s', [], '3H', 2.33, 2.33)]
16
10
16