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489
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int64
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489
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stringlengths
37
45
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stringlengths
37
61
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stringclasses
11 values
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stringlengths
3
38
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stringclasses
17 values
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stringlengths
1
1.36k
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stringlengths
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352
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stringlengths
17
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int64
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int64
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float64
0.07
244
10.1021_ol3028972
COC(=O)c1ccc(C#CCCCC(C#N)C(=O)c2ccccc2)cc1
4
4
[0.35840996 0.47421877 0.63694858 0.59375004]
[0.10514707 0.61015628 0.89375006 0.73984381]
1H NMR
400 MHz
CDCl3
7.96 (d, J = 7.2 Hz, 2H), 7.93 (d, J = 8.4 Hz, 2H), 7.62 (t, J = 7.2 Hz, 1H), 7.46 (t, J = 7.2 Hz, 2H), 7.37 (d, J = 8.4 Hz, 2H), 4.45 (dd, J = 8.8, 5.6 Hz, 1H), 3.89 (s, 3H), 2.55 (t, J = 6.8 Hz, 2H), 2.27-2.14 (m, 2H), 1.92-1.84 (m, 2H)
null
[('d', ['7.2Hz'], '2H', 7.96, 7.96), ('d', ['8.4Hz'], '2H', 7.93, 7.93), ('t', ['7.2Hz'], '1H', 7.62, 7.62), ('t', ['7.2Hz'], '2H', 7.46, 7.46), ('d', ['8.4Hz'], '2H', 7.37, 7.37), ('dd', ['8.8Hz', '5.6Hz'], '1H', 4.45, 4.45), ('s', [], '3H', 3.89, 3.89), ('t', ['6.8Hz'], '2H', 2.55, 2.55), ('m', [], '2H', 2.27, 2.14),...
19
10
19
10.1021_ol3028972
COc1ccc(C#CCCCC(C#N)C(=O)c2ccccc2)cc1
4
4
[0.36902576 0.77187502 0.62683829 0.87500008]
[0.10615809 0.89062508 0.89172802 0.92187508]
1H NMR
400 MHz
CDCl3
7.99 (dd, J = 7.6, 1.6 Hz, 2H), 7.63 (tt, J = 7.6, 1.6 Hz, 1H), 7.46 (t, J = 7.6 Hz, 2H), 7.28 (d, J = 8.8 Hz, 2H), 6.81 (d, J = 8.8 Hz, 2H), 4.51 (dd, J = 9.2, 5.6 Hz, 1H), 3.81 (s, 3H), 2.54 (t, J = 6.4 Hz, 2H), 2.30-2.24 (m, 1H), 2.19-2.14 (m, 1H), 1.92-1.86 (m, 2H)
null
[('dd', ['7.6Hz', '1.6Hz'], '2H', 7.99, 7.99), ('tt', ['7.6Hz', '1.6Hz'], '1H', 7.63, 7.63), ('t', ['7.6Hz'], '2H', 7.46, 7.46), ('d', ['8.8Hz'], '2H', 7.28, 7.28), ('d', ['8.8Hz'], '2H', 6.81, 6.81), ('dd', ['9.2Hz', '5.6Hz'], '1H', 4.51, 4.51), ('s', [], '3H', 3.81, 3.81), ('t', ['6.4Hz'], '2H', 2.54, 2.54), ('m', []...
19
10
19
10.1021_ol3028972
COc1ccc(C#CCCCC(C#N)C(=O)c2ccccc2)cc1
4
4
[0.36902576 0.77187502 0.62683829 0.87500008]
[0.10615809 0.89062508 0.89172802 0.92187508]
13C NMR
100 MHz
CDCl3
190.6 (CO), 159.2 (C), 134.5 (CH), 133.9 (C), 132.9 (CH), 129.1 (CH), 128.8 (CH), 117.1 (CN), 115.5 (C), 113.9 (CH), 86.6 (C), 81.8 (C), 55.3 (OCH3), 39.5 (CH), 28.8 (CH2), 25.7 (CH2), 18.6 (CH2)
null
[(190.6, None, None), (159.2, None, None), (134.5, None, None), (133.9, None, None), (132.9, None, None), (129.1, None, None), (128.8, None, None), (117.1, None, None), (115.5, None, None), (113.9, None, None), (86.6, None, None), (81.8, None, None), (55.3, None, None), (39.5, None, None), (28.8, None, None), (25.7, No...
21
17
17
10.1021_ol3028972
C(#CCCC(C)(C)C(C#N)C(=O)c1ccc(OC)cc1)[Si](C)(C)C
5
5
[0.5520221 0.67304692 0.79770227 0.75039064]
[0.10514707 0.76992189 0.89071695 0.88281258]
1H NMR
400 MHz
CDCl3
7.92 (d, J = 8.8 Hz, 2H), 6.95 (d, J = 8.8 Hz, 2H), 4.58 (s, 1H), 3.87 (s, 3H), 2.29 (t, J = 7.6 Hz, 2H), 1.85 (dt, J = 14.0, 7.6 Hz, 1H), 1.73 (dt, J = 14.0, 7.6 Hz, 1H), 1.18 (s, 3H), 1.05 (s, 3H), 0.12 (s, 9H)
null
[('d', ['8.8Hz'], '2H', 7.92, 7.92), ('d', ['8.8Hz'], '2H', 6.95, 6.95), ('s', [], '1H', 4.58, 4.58), ('s', [], '3H', 3.87, 3.87), ('t', ['7.6Hz'], '2H', 2.29, 2.29), ('dt', ['14.0Hz', '7.6Hz'], '1H', 1.85, 1.85), ('dt', ['14.0Hz', '7.6Hz'], '1H', 1.73, 1.73), ('s', [], '3H', 1.18, 1.18), ('s', [], '3H', 1.05, 1.05), (...
27
8
27
10.1021_ol3028972
C(#CCCC(C)(C)C(C#N)C(=O)c1ccc(OC)cc1)[Si](C)(C)C
5
5
[0.5520221 0.67304692 0.79770227 0.75039064]
[0.10514707 0.76992189 0.89071695 0.88281258]
13C NMR
100 MHz
CDCl3
189.6 (CO), 164.5 (C), 131.2 (CH), 129.2 (C), 117.0 (CN), 114.2 (CH), 106.4 (C), 85.6 (C), 55.6 (OCH3), 46.9 (CH), 39.1 (CH2), 38.2 (C), 25.2 (CH3), 24.6 (CH3), 15.1 (CH2), 0.0 (3 x CH3)
null
[(189.6, None, None), (164.5, None, None), (131.2, None, None), (129.2, None, None), (117.0, None, None), (114.2, None, None), (106.4, None, None), (85.6, None, None), (55.6, None, None), (46.9, None, None), (39.1, None, None), (38.2, None, None), (25.2, None, None), (24.6, None, None), (15.1, None, None), (0.0, None, ...
20
15
16
10.1021_ol3028972
C#CCCCC(C#N)C(=O)c1ccccc1
6
6
[0.56314341 0.31171878 0.74310667 0.39062504]
[0.10413604 0.40976565 0.89273899 0.62148443]
1H NMR
400 MHz
CDCl3
7.97 (d, J = 8.0 Hz, 2H), 7.64 (t, J = 7.6 Hz, 1H), 7.51 (dd, J = 8.0, 7.6 Hz, 2H), 4.40 (dd, J = 8.8, 5.6 Hz, 1H), 2.30 (td, J = 6.8, 2.8 Hz, 2H), 2.24-2.05 (m, 2H), 1.97 (t, J = 2.8 Hz, 1H), 1.86-1.72 (m, 2H)
null
[('d', ['8.0Hz'], '2H', 7.97, 7.97), ('t', ['7.6Hz'], '1H', 7.64, 7.64), ('dd', ['8.0Hz', '7.6Hz'], '2H', 7.51, 7.51), ('dd', ['8.8Hz', '5.6Hz'], '1H', 4.4, 4.4), ('td', ['6.8Hz', '2.8Hz'], '2H', 2.3, 2.3), ('m', [], '2H', 2.24, 2.05), ('t', ['2.8Hz'], '1H', 1.97, 1.97), ('m', [], '2H', 1.86, 1.72)]
13
8
13
10.1021_ol3028972
C#CCCCC(C#N)C(=O)c1ccccc1
6
6
[0.56314341 0.31171878 0.74310667 0.39062504]
[0.10413604 0.40976565 0.89273899 0.62148443]
13C NMR
100 MHz
CDCl3
190.5 (CO), 134.5 (CH), 133.7 (C), 129.0 (CH), 128.7 (CH), 117.0 (CN), 82.7 (C), 69.6 (CH), 39.3 (CH), 28.5 (CH2), 25.4 (CH2), 17.6 (CH2)
null
[(190.5, None, None), (134.5, None, None), (133.7, None, None), (129.0, None, None), (128.7, None, None), (117.0, None, None), (82.7, None, None), (69.6, None, None), (39.3, None, None), (28.5, None, None), (25.4, None, None), (17.6, None, None)]
14
12
12
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCCC2(C#N)C(=O)c2ccc(Cl)cc21
6
6
[0.42564342 0.71875008 0.5702206 0.79765628]
[0.10615809 0.81875002 0.89071695 0.91562506]
1H NMR
400 MHz
CDCl3
7.75 (d, J = 8.4 Hz, 1H), 7.43 (d, J = 2.0 Hz, 1H), 7.31 (dd, J = 8.4, 2.0 Hz, 1H), 2.94-2.87 (m, 1H), 2.70-2.61 (m, 1H), 2.55-2.51 (m, 1H), 2.14-1.99 (m, 3H), 0.37 (s, 9H)
null
[('d', ['8.4Hz'], '1H', 7.75, 7.75), ('d', ['2.0Hz'], '1H', 7.43, 7.43), ('dd', ['8.4Hz', '2.0Hz'], '1H', 7.31, 7.31), ('m', [], '1H', 2.94, 2.87), ('m', [], '1H', 2.7, 2.61), ('m', [], '1H', 2.55, 2.51), ('m', [], '3H', 2.14, 1.99), ('s', [], '9H', 0.37, 0.37)]
18
7
18
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCCC2(C#N)C(=O)c2ccc(Cl)cc21
6
6
[0.42564342 0.71875008 0.5702206 0.79765628]
[0.10615809 0.81875002 0.89071695 0.91562506]
13C NMR
100 MHz
CDCl3
193.5 (CO), 153.2 (C), 143.2 (C), 140.9 (C), 131.0 (C), 128.6 (CH), 128.4 (CH), 127.5 (CH), 127.1 (C), 117.2 (CN), 52.7 (C), 32.4 (CH2), 31.8 (CH2), 23.0 (CH2), 1.6 (3 x CH3)
null
[(193.5, None, None), (153.2, None, None), (143.2, None, None), (140.9, None, None), (131.0, None, None), (128.6, None, None), (128.4, None, None), (127.5, None, None), (127.1, None, None), (117.2, None, None), (52.7, None, None), (32.4, None, None), (31.8, None, None), (23.0, None, None), (1.6, None, None)]
17
15
15
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCCC2(C#N)C(=O)c2ccccc21
7
7
[0.43979784 0.24804689 0.55454967 0.32695316]
[0.10565258 0.34726565 0.89223356 0.45976566]
1H NMR
400 MHz
CDCl3
7.81 (dd, J = 7.6, 1.6 Hz, 1H), 7.58 (td, J = 7.6, 1.6 Hz, 1H), 7.45 (d, J = 7.6 Hz, 1H), 7.33 (td, J = 7.6, 1.2 Hz, 1H), 2.90-2.86 (m, 1H), 2.75-2.67 (m, 1H), 2.10-2.02 (m, 4H), 0.35 (s, 9H)
null
[('dd', ['7.6Hz', '1.6Hz'], '1H', 7.81, 7.81), ('td', ['7.6Hz', '1.6Hz'], '1H', 7.58, 7.58), ('d', ['7.6Hz'], '1H', 7.45, 7.45), ('td', ['7.6Hz', '1.2Hz'], '1H', 7.33, 7.33), ('m', [], '1H', 2.9, 2.86), ('m', [], '1H', 2.75, 2.67), ('m', [], '4H', 2.1, 2.02), ('s', [], '9H', 0.35, 0.35)]
19
8
19
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCCC2(C#N)C(=O)c2ccccc21
7
7
[0.43979784 0.24804689 0.55454967 0.32695316]
[0.10565258 0.34726565 0.89223356 0.45976566]
13C NMR
100 MHz
CDCl3
194.7 (CO), 151.2 (C), 141.5 (C), 134.3 (CH), 131.5 (C), 128.7 (C), 128.2 (CH), 127.3 (CH), 127.2 (CH), 117.5 (CN), 52.5 (C), 32.1 (CH2), 31.7 (CH2), 22.9 (CH2), 1.7 (3 x CH3)
null
[(194.7, None, None), (151.2, None, None), (141.5, None, None), (134.3, None, None), (131.5, None, None), (128.7, None, None), (128.2, None, None), (127.3, None, None), (127.2, None, None), (117.5, None, None), (52.5, None, None), (32.1, None, None), (31.7, None, None), (22.9, None, None), (1.7, None, None)]
17
15
15
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCC(C)(C)C2(C#N)C(=O)c2ccccc21
7
7
[0.43929231 0.48906253 0.55606623 0.56796877]
[0.10464155 0.59140627 0.89122249 0.71640631]
1H NMR
400 MHz
CDCl3
7.92 (d, J = 8.0 Hz, 1H), 7.56 (dd, J = 8.0, 7.6 Hz, 1H), 7.49 (d, J = 8.0 Hz, 1H), 7.31 (dd, J = 8.0, 7.6 Hz, 1H), 2.85-2.69 (m, 2H), 2.02-1.93 (m, 1H), 1.69 (ddd, J = 12.8, 8.0, 2.0 Hz, 1H), 1.59 (s, 3H), 0.95 (s, 3H), 0.38 (s, 9H)
null
[('d', ['8.0Hz'], '1H', 7.92, 7.92), ('dd', ['8.0Hz', '7.6Hz'], '1H', 7.56, 7.56), ('d', ['8.0Hz'], '1H', 7.49, 7.49), ('dd', ['8.0Hz', '7.6Hz'], '1H', 7.31, 7.31), ('m', [], '2H', 2.85, 2.69), ('m', [], '1H', 2.02, 1.93), ('ddd', ['12.8Hz', '8.0Hz', '2.0Hz'], '1H', 1.69, 1.69), ('s', [], '3H', 1.59, 1.59), ('s', [], '...
23
8
23
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCC(C)(C)C2(C#N)C(=O)c2ccccc21
7
7
[0.43929231 0.48906253 0.55606623 0.56796877]
[0.10464155 0.59140627 0.89122249 0.71640631]
13C NMR
100 MHz
CDCl3
192.9 (CO), 152.2 (C), 141.5 (C), 134.7 (CH), 132.2 (C), 128.5 (C), 128.3 (CH), 127.8 (CH), 127.4 (CH), 116.4 (CN), 57.6 (C), 44.9 (C), 37.9 (CH2), 29.3 (CH2), 25.0 (CH3), 22.0 (CH3), 2.2 (3 x CH3)
null
[(192.9, None, None), (152.2, None, None), (141.5, None, None), (134.7, None, None), (132.2, None, None), (128.5, None, None), (128.3, None, None), (127.8, None, None), (127.4, None, None), (116.4, None, None), (57.6, None, None), (44.9, None, None), (37.9, None, None), (29.3, None, None), (25.0, None, None), (22.0, No...
19
16
17
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCCC2(C#N)C(=O)c2ccc(C#N)cc21
7
7
[0.42362133 0.74609383 0.57224269 0.82500003]
[0.10565258 0.84531256 0.89425559 0.92500005]
1H NMR
400 MHz
CDCl3
7.85 (d, J = 10.4 Hz, 1H), 7.68 (d, J = 1.2 Hz, 1H), 7.60 (dd, J = 10.4, 1.2 Hz, 1H), 2.95-2.86 (m, 1 H), 2.71-2.59 (m, 1H), 2.53-2.46 (m, 1H), 2.14-1.97 (m, 3H), 0.36 (s, 9H)
null
[('d', ['10.4Hz'], '1H', 7.85, 7.85), ('d', ['1.2Hz'], '1H', 7.68, 7.68), ('dd', ['10.4Hz', '1.2Hz'], '1H', 7.6, 7.6), ('m', [], '1H', 2.95, 2.86), ('m', [], '1H', 2.71, 2.59), ('m', [], '1H', 2.53, 2.46), ('m', [], '3H', 2.14, 1.97), ('s', [], '9H', 0.36, 0.36)]
18
7
18
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCCC2(C#N)C(=O)c2ccc(C#N)cc21
7
7
[0.42362133 0.74609383 0.57224269 0.82500003]
[0.10565258 0.84531256 0.89425559 0.92500005]
13C NMR
100 MHz
CDCl3
193.3 (CO), 153.7 (C), 142.2 (C), 131.7 (C), 131.3 (CH), 130.7 (CH), 130.6 (C), 127.7 (CH), 117.6 (C), 117.5 (C), 116.5 (C), 52.6 (C), 32.4 (CH2), 31.5 (CH2), 22.9 (CH2), 1.7 (3 x CH3)
null
[(193.3, None, None), (153.7, None, None), (142.2, None, None), (131.7, None, None), (131.3, None, None), (130.7, None, None), (130.6, None, None), (127.7, None, None), (117.6, None, None), (117.5, None, None), (116.5, None, None), (52.6, None, None), (32.4, None, None), (31.5, None, None), (22.9, None, None), (1.7, No...
18
16
16
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCCC2(C#N)C(=O)c2ccc(C(F)(F)F)cc21
8
8
[0.42210478 0.13300782 0.57274817 0.21289064]
[0.10514707 0.23320314 0.89071695 0.36171877]
1H NMR
400 MHz
CDCl3
7.87 (d, J = 8.0 Hz, 1H), 7.67 (s, 1H), 7.55 (d, J = 8.0 Hz, 1H), 2.93-2.87 (m, 1H), 2.70-2.61 (m, 1H), 2.53-2.50 (m, 1H), 2.14-2.01 (m, 3H), 0.35 (s, 9H)
null
[('d', ['8.0Hz'], '1H', 7.87, 7.87), ('s', [], '1H', 7.67, 7.67), ('d', ['8.0Hz'], '1H', 7.55, 7.55), ('m', [], '1H', 2.93, 2.87), ('m', [], '1H', 2.7, 2.61), ('m', [], '1H', 2.53, 2.5), ('m', [], '3H', 2.14, 2.01), ('s', [], '9H', 0.35, 0.35)]
18
7
18
10.1021_ol3028972
COC(=O)c1ccc2c(c1)C([Si](C)(C)C)=C1CCCC1(C#N)C2=O
8
8
[0.41098349 0.39179688 0.58488055 0.47070316]
[0.10565258 0.4914063 0.89122249 0.6195313 ]
1H NMR
400 MHz
CDCl3
8.15 (d, J = 1.6 Hz, 1H), 7.94 (dd, J = 8.0, 1.6 Hz, 1H), 7.82 (d, J = 8.0 Hz, 1H), 3.92 (s, 3H), 2.92-2.85 (m, 1H), 2.68-2.59 (m, 1H), 2.51-2.48 (m, 1H), 2.12-1.96 (m, 3H), 0.35 (s, 9H)
null
[('d', ['1.6Hz'], '1H', 8.15, 8.15), ('dd', ['8.0Hz', '1.6Hz'], '1H', 7.94, 7.94), ('d', ['8.0Hz'], '1H', 7.82, 7.82), ('s', [], '3H', 3.92, 3.92), ('m', [], '1H', 2.92, 2.85), ('m', [], '1H', 2.68, 2.59), ('m', [], '1H', 2.51, 2.48), ('m', [], '3H', 2.12, 1.96), ('s', [], '9H', 0.35, 0.35)]
21
8
21
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCCC2(C#N)C(=O)c2ccc(C)cc21
9
9
[0.42362133 0.33085941 0.57224269 0.41015629]
[0.10514707 0.43164066 0.89172802 0.54414067]
1H NMR
400 MHz
CDCl3
7.70 (d, J = 7.6 Hz, 1H), 7.22 (s, 1H), 7.11 (d, J = 7.6 Hz, 1H), 2.90-2.83 (m, 1H), 2.67-2.57 (m, 1H), 2.51-2.48 (m, 1H), 2.40 (s, 3H), 2.10-1.95 (m, 3H), 0.33 (s, 9H)
null
[('d', ['7.6Hz'], '1H', 7.7, 7.7), ('s', [], '1H', 7.22, 7.22), ('d', ['7.6Hz'], '1H', 7.11, 7.11), ('m', [], '1H', 2.9, 2.83), ('m', [], '1H', 2.67, 2.57), ('m', [], '1H', 2.51, 2.48), ('s', [], '3H', 2.4, 2.4), ('m', [], '3H', 2.1, 1.95), ('s', [], '9H', 0.33, 0.33)]
21
8
21
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCCC2(C#N)C(=O)c2ccc(C)cc21
9
9
[0.42362133 0.33085941 0.57224269 0.41015629]
[0.10514707 0.43164066 0.89172802 0.54414067]
13C NMR
100 MHz
CDCl3
194.4 (CO), 151.5 (C), 145.4 (C), 141.7 (C), 131.6 (C), 129.2 (CH), 128.2 (CH), 127.4 (CH), 126.4 (C), 117.8 (CN), 52.7 (C), 32.2 (CH2), 31.9 (CH2), 23.0 (CH2), 22.1(CH3), 1.8 (3 x CH3)
null
[(194.4, None, None), (151.5, None, None), (145.4, None, None), (141.7, None, None), (131.6, None, None), (129.2, None, None), (128.2, None, None), (127.4, None, None), (126.4, None, None), (117.8, None, None), (52.7, None, None), (32.2, None, None), (31.9, None, None), (23.0, None, None), (22.1, None, None), (1.8, Non...
18
16
16
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCCC2(C#N)C(=O)c2occc21
9
10
[0.44434746 0.81406256 0.55252758 0.89375005]
[0.10514707 0.07382813 0.89223356 0.18554689]
1H NMR
400 MHz
CDCl3
7.72 (d, J = 1.6 Hz, 1H), 6.63 (d, J = 1.6 Hz, 1H), 2.96 (ddd, J = 18.4, 9.6, 3.2 Hz, 1H), 2.71-2.58 (m, 2H), 2.27-2.09 (m, 2H), 1.87 (td, J = 12.4, 7.6 Hz, 1H), 0.33 (s, 9H)
null
[('d', ['1.6Hz'], '1H', 7.72, 7.72), ('d', ['1.6Hz'], '1H', 6.63, 6.63), ('ddd', ['18.4Hz', '9.6Hz', '3.2Hz'], '1H', 2.96, 2.96), ('m', [], '2H', 2.71, 2.58), ('m', [], '2H', 2.27, 2.09), ('td', ['12.4Hz', '7.6Hz'], '1H', 1.87, 1.87), ('s', [], '9H', 0.33, 0.33)]
17
6
17
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCCC2(C#N)C(=O)c2occc21
9
10
[0.44434746 0.81406256 0.55252758 0.89375005]
[0.10514707 0.07382813 0.89223356 0.18554689]
13C NMR
100 MHz
CDCl3
179.1 (CO), 157.3 (C), 150.5 (CH), 143.9 (C), 142.0 (C), 124.9 (C), 117.1 (CN), 111.0 (CH), 56.2 (C), 32.4 (CH2), 30.9 (CH2), 22.5 (CH2), 0.5 (3 x CH3)
null
[(179.1, None, None), (157.3, None, None), (150.5, None, None), (143.9, None, None), (142.0, None, None), (124.9, None, None), (117.1, None, None), (111.0, None, None), (56.2, None, None), (32.4, None, None), (30.9, None, None), (22.5, None, None), (0.5, None, None)]
15
13
13
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCC(C)(C)C2(C#N)C(=O)c2ccc(Cl)cc21
10
10
[0.42412687 0.18867188 0.57173715 0.26757814]
[0.10514707 0.28789064 0.89273899 0.41718751]
1H NMR
400 MHz
CDCl3
7.88 (d, J = 8.4 Hz, 1H), 7.49 (d, J = 2.0 Hz, 1H), 7.31 (dd, J = 8.4, 2.0 Hz, 1H), 2.88-2.71 (m, 2H), 2.04-1.96 (m, 1H), 1.72 (ddd, J = 13.2, 8.8, 2.0 Hz, 1H), 1.60 (s, 3H), 0.95 (s, 3H), 0.41 (s, 9H)
null
[('d', ['8.4Hz'], '1H', 7.88, 7.88), ('d', ['2.0Hz'], '1H', 7.49, 7.49), ('dd', ['8.4Hz', '2.0Hz'], '1H', 7.31, 7.31), ('m', [], '2H', 2.88, 2.71), ('m', [], '1H', 2.04, 1.96), ('ddd', ['13.2Hz', '8.8Hz', '2.0Hz'], '1H', 1.72, 1.72), ('s', [], '3H', 1.6, 1.6), ('s', [], '3H', 0.95, 0.95), ('s', [], '9H', 0.41, 0.41)]
22
7
22
10.1021_ol3028972
C1([Si](C)(C)C)=C2CCC(C)(C)C2(C#N)C(=O)c2ccc(Cl)cc21
10
10
[0.42412687 0.18867188 0.57173715 0.26757814]
[0.10514707 0.28789064 0.89273899 0.41718751]
13C NMR
100 MHz
CDCl3
191.5 (CO), 154.1 (C), 143.0 (C), 141.2 (C), 131.3 (C), 129.1 (CH), 128.3 (CH), 127.4 (CH), 126.7 (C), 115.9 (CN), 57.6 (C), 45.0 (C), 37.7 (CH2), 29.4 (CH2), 24.8 (CH3), 21.9 (CH3), 1.9 (3 x CH3)
null
[(191.5, None, None), (154.1, None, None), (143.0, None, None), (141.2, None, None), (131.3, None, None), (129.1, None, None), (128.3, None, None), (127.4, None, None), (126.7, None, None), (115.9, None, None), (57.6, None, None), (45.0, None, None), (37.7, None, None), (29.4, None, None), (24.8, None, None), (21.9, No...
19
16
17
10.1021_ol3028972
N#CC12CCCC1=Cc1ccccc1C2=O
10
10
[0.43979784 0.44687502 0.55505516 0.52656255]
[0.10514707 0.54531252 0.89071695 0.65937505]
1H NMR
400 MHz
CDCl3
7.91 (d, J = 7.6 Hz, 1H), 7.57 (td, J = 7.6, 1.2 Hz, 1H), 7.33 (td, J = 7.6, 1.2 Hz, 1H), 7.18 (d, J = 7.6 Hz, 1H), 6.47 (t, J = 2.0 Hz, 1H), 2.93-2.85 (m, 1H), 2.67-2.53 (m, 2H), 2.17-2.00 (m, 3H)
null
[('d', ['7.6Hz'], '1H', 7.91, 7.91), ('td', ['7.6Hz', '1.2Hz'], '1H', 7.57, 7.57), ('td', ['7.6Hz', '1.2Hz'], '1H', 7.33, 7.33), ('d', ['7.6Hz'], '1H', 7.18, 7.18), ('t', ['2.0Hz'], '1H', 6.47, 6.47), ('m', [], '1H', 2.93, 2.85), ('m', [], '2H', 2.67, 2.53), ('m', [], '3H', 2.17, 2.0)]
11
8
11
10.1021_ol3028972
N#CC12CCCC1=Cc1ccccc1C2=O
10
10
[0.43979784 0.44687502 0.55505516 0.52656255]
[0.10514707 0.54531252 0.89071695 0.65937505]
13C NMR
100 MHz
CDCl3
193.4 (CO), 143.9 (C), 138.6 (C), 135.5 (CH), 128.2 (CH), 127.9 (CH), 127.8 (C), 127.5 (CH), 121.1 (CH), 117.3 (CN), 50.9 (C), 33.3 (CH2), 29.4 (CH2), 22.1 (CH2)
null
[(193.4, None, None), (143.9, None, None), (138.6, None, None), (135.5, None, None), (128.2, None, None), (127.9, None, None), (127.8, None, None), (127.5, None, None), (121.1, None, None), (117.3, None, None), (50.9, None, None), (33.3, None, None), (29.4, None, None), (22.1, None, None)]
14
14
14
10.1021_ol3028972
N#CC12CCCC1=C(c1ccccc1)c1ccccc1C2=O
10
10
[0.43979784 0.68867192 0.55454967 0.79726564]
[0.10565258 0.81484377 0.89223356 0.91171881]
1H NMR
400 MHz
CDCl3
7.95 (dd, J = 7.6, 1.2 Hz, 1H), 7.48 (td, J = 7.6, 1.2 Hz, 1H), 7.44-7.39 (m, 3H), 7.34 (t, J = 7.6 Hz, 1H), 7.33-7.10 (m, 2H), 6.91 (d, J = 7.6 Hz, 1H), 2.84-2.75 (m, 1H), 2.68-2.62 (m, 1H), 2.28-2.20 (m, 1H), 2.18-2.04 (m, 2H), 2.03-1.90 (m, 1H)
null
[('dd', ['7.6Hz', '1.2Hz'], '1H', 7.95, 7.95), ('td', ['7.6Hz', '1.2Hz'], '1H', 7.48, 7.48), ('m', [], '3H', 7.44, 7.39), ('t', ['7.6Hz'], '1H', 7.34, 7.34), ('m', [], '2H', 7.33, 7.1), ('d', ['7.6Hz'], '1H', 6.91, 6.91), ('m', [], '1H', 2.84, 2.75), ('m', [], '1H', 2.68, 2.62), ('m', [], '1H', 2.28, 2.2), ('m', [], '2...
15
10
15
10.1021_ol3028972
C(#CCCCC(=O)C(=O)c1ccc(Cl)cc1)[Si](C)(C)C
11
11
[0.38166363 0.76953133 0.61369488 0.84765633]
[0.10615809 0.86406253 0.89476113 0.91093753]
13C NMR
100 MHz
CDCl3
201.9 (CO), 190.0 (CO), 141.3 (C), 130.6 (CH), 130.3 (C), 129.2 (CH), 105.6 (C), 86.0 (C), 37.2 (CH2), 21.6 (CH2), 19.1 (CH2), 0.0 (3 x CH3)
null
[(201.9, None, None), (190.0, None, None), (141.3, None, None), (130.6, None, None), (130.3, None, None), (129.2, None, None), (105.6, None, None), (86.0, None, None), (37.2, None, None), (21.6, None, None), (19.1, None, None), (0.0, None, None)]
16
12
12
10.1021_acs.orglett.2c02596
N#Cc1ccc2cc(Br)ccc2n1
3
3
[0.15133554 0.43906252 0.31758373 0.49140629]
[0.14912627 0.52539066 0.84836274 0.5933594 ]
1H NMR
400 MHz
CDCl3
8.21 (d, J = 8.5 Hz, 1H), 8.08-8.00 (m, 2H), 7.90 (dd, J = 9.0, 2.2 Hz, 1H), 7.71 (d, J = 8.4 Hz, 1H)
null
[('d', ['8.5Hz'], '1H', 8.21, 8.21), ('m', [], '2H', 8.08, 8.0), ('dd', ['9.0Hz', '2.2Hz'], '1H', 7.9, 7.9), ('d', ['8.4Hz'], '1H', 7.71, 7.71)]
5
5
5
10.1021_acs.orglett.2c02596
N#Cc1ccc2cc(Br)ccc2n1
3
3
[0.15133554 0.43906252 0.31758373 0.49140629]
[0.14912627 0.52539066 0.84836274 0.5933594 ]
13C NMR
101 MHz
CDCl3
146.8, 136.4, 134.9, 133.9, 131.6, 129.8, 129.5, 124.2, 124.0, 117.3
null
[(146.8, None, None), (136.4, None, None), (134.9, None, None), (133.9, None, None), (131.6, None, None), (129.8, None, None), (129.5, None, None), (124.2, None, None), (124.0, None, None), (117.3, None, None)]
10
10
10
10.1021_acs.orglett.2c02596
N#Cc1ccc2cc([N+](=O)[O-])ccc2n1
3
3
[0.15133554 0.67734381 0.33001091 0.73359379]
[0.14802163 0.76562507 0.84946742 0.87187503]
1H NMR
400 MHz
DMSO-d6
9.17 (d, J = 2.6 Hz, 1H), 8.98 (d, J = 8.5 Hz, 1H), 8.55 (dd, J = 9.3, 2.6 Hz, 1H), 8.32 (d, J = 9.3 Hz, 1H), 8.22 (d, J = 8.5 Hz, 1H)
null
[('d', ['2.6Hz'], '1H', 9.17, 9.17), ('d', ['8.5Hz'], '1H', 8.98, 8.98), ('dd', ['9.3Hz', '2.6Hz'], '1H', 8.55, 8.55), ('d', ['9.3Hz'], '1H', 8.32, 8.32), ('d', ['8.5Hz'], '1H', 8.22, 8.22)]
5
5
5
10.1021_acs.orglett.2c02596
N#Cc1ccc2cc([N+](=O)[O-])ccc2n1
3
3
[0.15133554 0.67734381 0.33001091 0.73359379]
[0.14802163 0.76562507 0.84946742 0.87187503]
13C NMR
101 MHz
DMSO-d6
149.6, 147.0, 141.3, 136.6, 131.6, 128.2, 125.8, 125.6, 124.9, 117.5
null
[(149.6, None, None), (147.0, None, None), (141.3, None, None), (136.6, None, None), (131.6, None, None), (128.2, None, None), (125.8, None, None), (125.6, None, None), (124.9, None, None), (117.5, None, None)]
10
10
10
10.1021_acs.orglett.2c02596
COC(=O)c1ccc2nc(C#N)ccc2c1
4
4
[0.15105939 0.0897461 0.34685664 0.15810548]
[0.14802163 0.18251955 0.85057205 0.25273439]
1H NMR
400 MHz
CDCl3
8.63 (s, 1H), 8.45-8.36 (m, 2H), 8.20 (d, J = 8.9 Hz, 1H), 7.76 (d, J = 8.4 Hz, 1H), 4.01 (s, 3H)
null
[('s', [], '1H', 8.63, 8.63), ('m', [], '2H', 8.45, 8.36), ('d', ['8.9Hz'], '1H', 8.2, 8.2), ('d', ['8.4Hz'], '1H', 7.76, 7.76), ('s', [], '3H', 4.01, 4.01)]
8
6
8
10.1021_acs.orglett.2c02596
COC(=O)c1ccc2nc(C#N)ccc2c1
4
4
[0.15105939 0.0897461 0.34685664 0.15810548]
[0.14802163 0.18251955 0.85057205 0.25273439]
13C NMR
101 MHz
CDCl3
165.8, 149.7, 138.9, 135.6, 130.7, 130.6, 130.3, 127.8, 124.0, 120.2, 117.1, 52.8
null
[(165.8, None, None), (149.7, None, None), (138.9, None, None), (135.6, None, None), (130.7, None, None), (130.6, None, None), (130.3, None, None), (127.8, None, None), (124.0, None, None), (120.2, None, None), (117.1, None, None), (52.8, None, None)]
12
12
12
10.1021_acs.orglett.2c02596
COc1ccc2nc(C#N)ccc2c1
4
4
[0.15078323 0.37421876 0.32476386 0.42656253]
[0.14691699 0.46015626 0.84946742 0.56406252]
1H NMR
400 MHz
CDCl3
8.14 (d, J = 8.5 Hz, 1H), 8.01 (d, J = 9.4 Hz, 1H), 7.61 (d, J = 8.4 Hz, 1H), 7.44 (dd, J = 9.3, 2.5 Hz, 1H), 7.08 (d, J = 2.6 Hz, 1H), 3.95 (s, 3H)
null
[('d', ['8.5Hz'], '1H', 8.14, 8.14), ('d', ['9.4Hz'], '1H', 8.01, 8.01), ('d', ['8.4Hz'], '1H', 7.61, 7.61), ('dd', ['9.3Hz', '2.5Hz'], '1H', 7.44, 7.44), ('d', ['2.6Hz'], '1H', 7.08, 7.08), ('s', [], '3H', 3.95, 3.95)]
8
6
8
10.1021_acs.orglett.2c02596
COc1ccc2nc(C#N)ccc2c1
4
4
[0.15078323 0.37421876 0.32476386 0.42656253]
[0.14691699 0.46015626 0.84946742 0.56406252]
13C NMR
101 MHz
CDCl3
159.0, 143.5, 134.7, 130.5, 129.7, 129.3, 123.6, 122.8, 116.8, 103.6, 54.8
null
[(159.0, None, None), (143.5, None, None), (134.7, None, None), (130.5, None, None), (129.7, None, None), (129.3, None, None), (123.6, None, None), (122.8, None, None), (116.8, None, None), (103.6, None, None), (54.8, None, None)]
11
11
11
10.1021_acs.orglett.2c02596
CCOc1ccc2nc(C#N)ccc2c1
4
4
[0.15078323 0.63203129 0.34630433 0.68515631]
[0.14802163 0.71953128 0.84946742 0.80625006]
1H NMR
400 MHz
CDCl3
8.10 (d, J = 8.4 Hz, 1H), 7.98 (d, J = 9.3 Hz, 1H), 7.58 (d, J = 8.4 Hz, 1H), 7.42 (dd, J = 9.3, 2.7 Hz, 1H), 7.04 (d, J = 2.7 Hz, 1H), 4.16 (q, J = 7.0 Hz, 2H), 1.49 (t, J = 7.0 Hz, 3H)
null
[('d', ['8.4Hz'], '1H', 8.1, 8.1), ('d', ['9.3Hz'], '1H', 7.98, 7.98), ('d', ['8.4Hz'], '1H', 7.58, 7.58), ('dd', ['9.3Hz', '2.7Hz'], '1H', 7.42, 7.42), ('d', ['2.7Hz'], '1H', 7.04, 7.04), ('q', ['7.0Hz'], '2H', 4.16, 4.16), ('t', ['7.0Hz'], '3H', 1.49, 1.49)]
10
7
10
10.1021_acs.orglett.2c02596
CCOc1ccc2nc(C#N)ccc2c1
4
4
[0.15078323 0.63203129 0.34630433 0.68515631]
[0.14802163 0.71953128 0.84946742 0.80625006]
13C NMR
101 MHz
CDCl3
158.3, 143.4, 134.6, 130.4, 129.6, 129.3, 123.8, 122.7, 116.9, 104.2, 63.1, 13.6
null
[(158.3, None, None), (143.4, None, None), (134.6, None, None), (130.4, None, None), (129.6, None, None), (129.3, None, None), (123.8, None, None), (122.7, None, None), (116.9, None, None), (104.2, None, None), (63.1, None, None), (13.6, None, None)]
12
12
12
10.1021_acs.orglett.2c02596
Cc1ccc2nc(C#N)ccc2c1
5
5
[0.15050707 0.11523438 0.3032234 0.16328126]
[0.14857395 0.20078125 0.84836274 0.26953127]
1H NMR
400 MHz
CDCl3
8.18 (d, J = 8.4 Hz, 1H), 8.04 (d, J = 8.6 Hz, 1H), 7.68-7.61 (m, 3H), 2.57 (s, 3H)
null
[('d', ['8.4Hz'], '1H', 8.18, 8.18), ('d', ['8.6Hz'], '1H', 8.04, 8.04), ('m', [], '3H', 7.68, 7.61), ('s', [], '3H', 2.57, 2.57)]
8
6
8
10.1021_acs.orglett.2c02596
Cc1ccc2nc(C#N)ccc2c1
5
5
[0.15050707 0.11523438 0.3032234 0.16328126]
[0.14857395 0.20078125 0.84836274 0.26953127]
13C NMR
101 MHz
CDCl3
146.9, 140.0, 136.6, 133.7, 132.6, 129.6, 128.8, 126.5, 123.4, 117.7, 21.9
null
[(146.9, None, None), (140.0, None, None), (136.6, None, None), (133.7, None, None), (132.6, None, None), (129.6, None, None), (128.8, None, None), (126.5, None, None), (123.4, None, None), (117.7, None, None), (21.9, None, None)]
11
11
11
10.1021_acs.orglett.2c02596
N#Cc1ccc2ccc(F)cc2n1
5
5
[0.15216403 0.3746094 0.30985125 0.42226564]
[0.14912627 0.46015626 0.84946742 0.52890627]
1H NMR
400 MHz
CDCl3
8.32 (d, J = 8.4 Hz, 1H), 7.92 (dd, J = 9.0, 5.8 Hz, 1H), 7.77 (dd, J = 9.6, 2.6 Hz, 1H), 7.68 (d, J = 8.3 Hz, 1H), 7.50 (td, J = 8.6, 2.5 Hz, 1H)
null
[('d', ['8.4Hz'], '1H', 8.32, 8.32), ('dd', ['9.0Hz', '5.8Hz'], '1H', 7.92, 7.92), ('dd', ['9.6Hz', '2.6Hz'], '1H', 7.77, 7.77), ('d', ['8.3Hz'], '1H', 7.68, 7.68), ('td', ['8.6Hz', '2.5Hz'], '1H', 7.5, 7.5)]
5
5
5
10.1021_acs.orglett.2c02596
N#Cc1ccc2ccc(F)cc2n1
5
5
[0.15216403 0.3746094 0.30985125 0.42226564]
[0.14912627 0.46015626 0.84946742 0.52890627]
13C NMR
101 MHz
CDCl3
163.8 (d, J = 254.1 Hz), 149.2 (d, J = 13.3 Hz), 137.5 (d, J = 1.2 Hz), 134.6, 130.0 (d, J = 10.0 Hz), 125.8, 122.8 (d, J = 2.4 Hz), 120.3 (d, J = 25.9 Hz), 117.3, 113.5 (d, J = 20.9 Hz)
null
[(163.8, 'd', 254.1), (149.2, 'd', 13.3), (137.5, 'd', 1.2), (134.6, None, None), (130.0, 'd', 10.0), (125.8, None, None), (122.8, 'd', 2.4), (120.3, 'd', 25.9), (117.3, None, None), (113.5, 'd', 20.9)]
10
10
10
10.1021_acs.orglett.2c02596
N#Cc1ccc2ccc(F)cc2n1
5
5
[0.15216403 0.3746094 0.30985125 0.42226564]
[0.14912627 0.46015626 0.84946742 0.52890627]
19F NMR
471 MHz
CDCl3
-105.57
null
[(-105.57, None, None)]
1
1
1
10.1021_acs.orglett.2c02596
N#Cc1ccc2ccc(Cl)cc2n1
5
5
[0.15105939 0.6902344 0.31758373 0.73789068]
[0.14802163 0.77578126 0.84836274 0.88125001]
1H NMR
400 MHz
CDCl3
8.30 (d, J = 8.4 Hz, 1H), 8.17 (d, J = 2.2 Hz, 1H), 7.85 (d, J = 8.8 Hz, 1H), 7.71 (d, J = 8.4 Hz, 1H), 7.66 (dd, J = 8.8, 2.1 Hz, 1H)
null
[('d', ['8.4Hz'], '1H', 8.3, 8.3), ('d', ['2.2Hz'], '1H', 8.17, 8.17), ('d', ['8.8Hz'], '1H', 7.85, 7.85), ('d', ['8.4Hz'], '1H', 7.71, 7.71), ('dd', ['8.8Hz', '2.1Hz'], '1H', 7.66, 7.66)]
5
5
5
10.1021_acs.orglett.2c02596
N#Cc1ccc2ccc(Cl)cc2n1
5
5
[0.15105939 0.6902344 0.31758373 0.73789068]
[0.14802163 0.77578126 0.84836274 0.88125001]
13C NMR
101 MHz
CDCl3
148.5, 137.5, 137.4, 134.7, 130.6, 129.0, 128.9, 127.0, 123.6, 117.2
null
[(148.5, None, None), (137.5, None, None), (137.4, None, None), (134.7, None, None), (130.6, None, None), (129.0, None, None), (128.9, None, None), (127.0, None, None), (123.6, None, None), (117.2, None, None)]
10
10
10
10.1021_acs.orglett.2c02596
N#Cc1ccc2ccc(Br)cc2n1
6
6
[0.1516117 0.11562501 0.31841219 0.1638672 ]
[0.14912627 0.20078125 0.84836274 0.26875001]
1H NMR
400 MHz
CDCl3
8.34 (s, 1H), 8.29 (d, J = 8.4 Hz, 1H), 7.79-7.76 (m, 2H), 7.71 (d, J = 8.4 Hz, 1H)
null
[('s', [], '1H', 8.34, 8.34), ('d', ['8.4Hz'], '1H', 8.29, 8.29), ('m', [], '2H', 7.79, 7.76), ('d', ['8.4Hz'], '1H', 7.71, 7.71)]
5
5
5
10.1021_acs.orglett.2c02596
N#Cc1ccc2ccc(Br)cc2n1
6
6
[0.1516117 0.11562501 0.31841219 0.1638672 ]
[0.14912627 0.20078125 0.84836274 0.26875001]
13C NMR
101 MHz
CDCl3
148.6, 137.5, 134.5, 133.0, 132.2, 128.9, 127.2, 125.7, 123.7, 117.2
null
[(148.6, None, None), (137.5, None, None), (134.5, None, None), (133.0, None, None), (132.2, None, None), (128.9, None, None), (127.2, None, None), (125.7, None, None), (123.7, None, None), (117.2, None, None)]
10
10
10
10.1021_acs.orglett.2c02596
N#Cc1ccc2cccc(Br)c2n1
6
6
[0.15105939 0.35312502 0.2833399 0.41015629]
[0.14802163 0.44140629 0.84836274 0.56640629]
1H NMR
400 MHz
CDCl3
8.33 (d, J = 8.4 Hz, 1H), 8.17 (d, J = 7.5 Hz, 1H), 7.87 (d, J = 8.2 Hz, 1H), 7.76 (d, J = 8.4 Hz, 1H), 7.59-7.51 (m, 1H)
null
[('d', ['8.4Hz'], '1H', 8.33, 8.33), ('d', ['7.5Hz'], '1H', 8.17, 8.17), ('d', ['8.2Hz'], '1H', 7.87, 7.87), ('d', ['8.4Hz'], '1H', 7.76, 7.76), ('m', [], '1H', 7.59, 7.51)]
5
5
5
10.1021_acs.orglett.2c02596
N#Cc1ccc2cccc(Br)c2n1
6
6
[0.15105939 0.35312502 0.2833399 0.41015629]
[0.14802163 0.44140629 0.84836274 0.56640629]
13C NMR
101 MHz
CDCl3
144.5, 137.2, 134.0, 133.3, 128.9, 128.8, 126.6, 124.5, 123.3, 116.1
null
[(144.5, None, None), (137.2, None, None), (134.0, None, None), (133.3, None, None), (128.9, None, None), (128.8, None, None), (126.6, None, None), (124.5, None, None), (123.3, None, None), (116.1, None, None)]
10
10
10
10.1021_acs.orglett.2c02596
COc1cccc2ccc(C#N)nc12
6
6
[0.15078323 0.60703127 0.28389222 0.66953131]
[0.14802163 0.70078131 0.84836274 0.82500003]
1H NMR
400 MHz
CDCl3
8.26 (d, J = 8.5 Hz, 1H), 7.71 (d, J = 8.5 Hz, 1H), 7.62 (t, J = 8.2 Hz, 1H), 7.44 (d, J = 8.3 Hz, 1H), 7.15 (d, J = 7.9 Hz, 1H), 4.10 (s, 3H)
null
[('d', ['8.5Hz'], '1H', 8.26, 8.26), ('d', ['8.5Hz'], '1H', 7.71, 7.71), ('t', ['8.2Hz'], '1H', 7.62, 7.62), ('d', ['8.3Hz'], '1H', 7.44, 7.44), ('d', ['7.9Hz'], '1H', 7.15, 7.15), ('s', [], '3H', 4.1, 4.1)]
8
6
8
10.1021_acs.orglett.2c02596
COc1cccc2ccc(C#N)nc12
6
6
[0.15078323 0.60703127 0.28389222 0.66953131]
[0.14802163 0.70078131 0.84836274 0.82500003]
13C NMR
101 MHz
CDCl3
154.4, 139.3, 136.3, 131.2, 129.1, 128.9, 123.2, 118.3, 116.6, 108.2, 55.3
null
[(154.4, None, None), (139.3, None, None), (136.3, None, None), (131.2, None, None), (129.1, None, None), (128.9, None, None), (123.2, None, None), (118.3, None, None), (116.6, None, None), (108.2, None, None), (55.3, None, None)]
11
11
11
10.1021_acs.orglett.2c02596
N#Cc1cc(Cl)c2ccccc2n1
7
7
[0.15078323 0.08955079 0.28168296 0.1584961 ]
[0.14857395 0.18212892 0.84725811 0.28750001]
1H NMR
400 MHz
CDCl3
8.30-8.22 (m, 1H), 8.17 (d, J = 8.5 Hz, 1H), 7.89 (ddd, J = 8.5, 6.9, 1.5 Hz, 1H), 7.80 (ddd, J = 8.3, 6.9, 1.3 Hz, 1H), 7.75 (s, 1H)
null
[('m', [], '1H', 8.3, 8.22), ('d', ['8.5Hz'], '1H', 8.17, 8.17), ('ddd', ['8.5Hz', '6.9Hz', '1.5Hz'], '1H', 7.89, 7.89), ('ddd', ['8.3Hz', '6.9Hz', '1.3Hz'], '1H', 7.8, 7.8), ('s', [], '1H', 7.75, 7.75)]
5
5
5
10.1021_acs.orglett.2c02596
N#Cc1cc(Cl)c2ccccc2n1
7
7
[0.15078323 0.08955079 0.28168296 0.1584961 ]
[0.14857395 0.18212892 0.84725811 0.28750001]
13C NMR
101 MHz
CDCl3
148.7, 144.1, 133.2, 132.1, 130.5, 130.5, 127.1, 124.2, 123.3, 116.6
null
[(148.7, None, None), (144.1, None, None), (133.2, None, None), (132.1, None, None), (130.5, None, None), (130.5, None, None), (127.1, None, None), (124.2, None, None), (123.3, None, None), (116.6, None, None)]
10
10
10
10.1021_acs.orglett.2c02596
N#Cc1ccc2ccccc2n1
7
7
[0.15105939 0.33671878 0.28361607 0.38515626]
[0.14857395 0.42304688 0.84836274 0.4917969 ]
1H NMR
400 MHz
CDCl3
8.32 (d, J = 8.4 Hz, 1H), 8.18 (d, J = 8.5 Hz, 1H), 7.91 (d, J = 7.8 Hz, 1H), 7.88-7.82 (m, 1H), 7.74-7.69 (m, 2H)
null
[('d', ['8.4Hz'], '1H', 8.32, 8.32), ('d', ['8.5Hz'], '1H', 8.18, 8.18), ('d', ['7.8Hz'], '1H', 7.91, 7.91), ('m', [], '1H', 7.88, 7.82), ('m', [], '2H', 7.74, 7.69)]
6
6
6
10.1021_acs.orglett.2c02596
N#Cc1ccc2ccccc2n1
7
7
[0.15105939 0.33671878 0.28361607 0.38515626]
[0.14857395 0.42304688 0.84836274 0.4917969 ]
13C NMR
101 MHz
CDCl3
148.2, 137.5, 133.6, 131.3, 130.0, 129.5, 128.7, 127.8, 123.3, 117.5
null
[(148.2, None, None), (137.5, None, None), (133.6, None, None), (131.3, None, None), (130.0, None, None), (129.5, None, None), (128.7, None, None), (127.8, None, None), (123.3, None, None), (117.5, None, None)]
10
10
10
10.1021_acs.orglett.2c02596
N#Cc1nccc2ccccc12
7
7
[0.15050707 0.57578127 0.24136363 0.64921878]
[0.14802163 0.68203126 0.84836274 0.75078128]
1H NMR
400 MHz
CDCl3
8.64 (d, J = 5.6 Hz, 1H), 8.33 (d, J = 8.4 Hz, 1H), 7.97-7.93 (m, 1H), 7.90 (d, J = 5.7 Hz, 1H), 7.88-7.75 (m, 2H)
null
[('d', ['5.6Hz'], '1H', 8.64, 8.64), ('d', ['8.4Hz'], '1H', 8.33, 8.33), ('m', [], '1H', 7.97, 7.93), ('d', ['5.7Hz'], '1H', 7.9, 7.9), ('m', [], '2H', 7.88, 7.75)]
6
6
6
10.1021_acs.orglett.2c02596
N#Cc1nccc2ccccc12
7
7
[0.15050707 0.57578127 0.24136363 0.64921878]
[0.14802163 0.68203126 0.84836274 0.75078128]
13C NMR
101 MHz
CDCl3
143.3, 135.9, 134.7, 131.7, 129.9, 129.3, 127.3, 125.3, 124.5, 115.8
null
[(143.3, None, None), (135.9, None, None), (134.7, None, None), (131.7, None, None), (129.9, None, None), (129.3, None, None), (127.3, None, None), (125.3, None, None), (124.5, None, None), (115.8, None, None)]
10
10
10
10.1021_acs.orglett.2c02596
N#Cc1ccccn1
7
8
[0.15105939 0.83906254 0.2416398 0.90468751]
[0.14802163 0.09003907 0.84836274 0.15800782]
1H NMR
400 MHz
CDCl3
8.70 (d, J = 4.1 Hz, 1H), 7.89-7.80 (m, 1H), 7.69 (d, J = 7.7 Hz, 1H), 7.57-7.49 (m, 1H)
null
[('d', ['4.1Hz'], '1H', 8.7, 8.7), ('m', [], '1H', 7.89, 7.8), ('d', ['7.7Hz'], '1H', 7.69, 7.69), ('m', [], '1H', 7.57, 7.49)]
4
4
4
10.1021_acs.orglett.2c02596
N#Cc1ccccn1
7
8
[0.15105939 0.83906254 0.2416398 0.90468751]
[0.14802163 0.09003907 0.84836274 0.15800782]
13C NMR
101 MHz
CDCl3
151.1, 137.1, 133.9, 128.6, 127.0, 117.2
null
[(151.1, None, None), (137.1, None, None), (133.9, None, None), (128.6, None, None), (127.0, None, None), (117.2, None, None)]
6
6
6
10.1021_acs.orglett.2c02596
N#Cc1ccc(Br)cn1
8
8
[0.15216403 0.24316408 0.27643591 0.29589846]
[0.14912627 0.33046876 0.84946742 0.39843754]
1H NMR
400 MHz
CDCl3
8.76 (d, J = 2.2 Hz, 1H), 7.98 (dd, J = 8.3, 2.3 Hz, 1H), 7.58 (d, J = 9.2 Hz, 1H)
null
[('d', ['2.2Hz'], '1H', 8.76, 8.76), ('dd', ['8.3Hz', '2.3Hz'], '1H', 7.98, 7.98), ('d', ['9.2Hz'], '1H', 7.58, 7.58)]
3
3
3
10.1021_acs.orglett.2c02596
N#Cc1ccc(Br)cn1
8
8
[0.15216403 0.24316408 0.27643591 0.29589846]
[0.14912627 0.33046876 0.84946742 0.39843754]
13C NMR
101 MHz
CDCl3
152.6, 139.8, 132.0, 129.3, 125.1, 116.6
null
[(152.6, None, None), (139.8, None, None), (132.0, None, None), (129.3, None, None), (125.1, None, None), (116.6, None, None)]
6
6
6
10.1021_acs.orglett.2c02596
N#Cc1cc(Br)ccn1
8
8
[0.15078323 0.48671876 0.24219211 0.55703126]
[0.14802163 0.58984379 0.84946742 0.6972657 ]
1H NMR
400 MHz
CDCl3
8.53 (d, J = 5.3 Hz, 1H), 7.86 (d, J = 1.9 Hz, 1H), 7.71 (dd, J = 5.3, 1.9 Hz, 1H)
null
[('d', ['5.3Hz'], '1H', 8.53, 8.53), ('d', ['1.9Hz'], '1H', 7.86, 7.86), ('dd', ['5.3Hz', '1.9Hz'], '1H', 7.71, 7.71)]
3
3
3
10.1021_acs.orglett.2c02596
N#Cc1cc(Br)ccn1
8
8
[0.15078323 0.48671876 0.24219211 0.55703126]
[0.14802163 0.58984379 0.84946742 0.6972657 ]
13C NMR
101 MHz
CDCl3
151.6, 134.8, 133.5, 131.6, 130.4, 116.0
null
[(151.6, None, None), (134.8, None, None), (133.5, None, None), (131.6, None, None), (130.4, None, None), (116.0, None, None)]
6
6
6
10.1021_acs.orglett.2c02596
COC(=O)c1ccnc(C#N)c1
8
8
[0.15105939 0.74140629 0.24826762 0.81953129]
[0.14802163 0.84921881 0.84946742 0.89921878]
1H NMR
400 MHz
CDCl3
8.87 (dd, J = 5.0, 1.0 Hz, 1H), 8.21 (dd, J = 1.6, 0.9 Hz, 1H), 8.06 (dd, J = 5.0, 1.6 Hz, 1H), 3.99 (s, 3H)
null
[('dd', ['5.0Hz', '1.0Hz'], '1H', 8.87, 8.87), ('dd', ['1.6Hz', '0.9Hz'], '1H', 8.21, 8.21), ('dd', ['5.0Hz', '1.6Hz'], '1H', 8.06, 8.06), ('s', [], '3H', 3.99, 3.99)]
6
4
6
10.1021_acs.orglett.2c02596
COC(=O)c1ccnc(C#N)c1
8
8
[0.15105939 0.74140629 0.24826762 0.81953129]
[0.14802163 0.84921881 0.84946742 0.89921878]
13C NMR
101 MHz
CDCl3
163.7, 152.0, 138.7, 134.8, 127.6, 126.1, 116.6, 53.3
null
[(163.7, None, None), (152.0, None, None), (138.7, None, None), (134.8, None, None), (127.6, None, None), (126.1, None, None), (116.6, None, None), (53.3, None, None)]
8
8
8
10.1021_acs.orglett.2c02596
COc1ccc(C#N)nc1
9
9
[0.15078323 0.18125 0.28113062 0.24882814]
[0.14802163 0.25820314 0.85001971 0.36328129]
1H NMR
400 MHz
CDCl3
8.35 (dd, J = 3.0, 0.7 Hz, 1H), 7.64 (dd, J = 8.6, 0.7 Hz, 1H), 7.24 (dd, J = 8.7, 2.9 Hz, 1H), 3.92 (s, 3H)
null
[('dd', ['3.0Hz', '0.7Hz'], '1H', 8.35, 8.35), ('dd', ['8.6Hz', '0.7Hz'], '1H', 7.64, 7.64), ('dd', ['8.7Hz', '2.9Hz'], '1H', 7.24, 7.24), ('s', [], '3H', 3.92, 3.92)]
6
4
6
10.1021_acs.orglett.2c02596
COc1ccc(C#N)nc1
9
9
[0.15078323 0.18125 0.28113062 0.24882814]
[0.14802163 0.25820314 0.85001971 0.36328129]
13C NMR
101 MHz
CDCl3
157.9, 140.2, 129.6, 125.2, 119.7, 117.5, 56.0
null
[(157.9, None, None), (140.2, None, None), (129.6, None, None), (125.2, None, None), (119.7, None, None), (117.5, None, None), (56.0, None, None)]
7
7
7
10.1021_acs.orglett.2c02596
N#Cc1ccncc1Br
9
9
[0.15105939 0.41171877 0.22562253 0.50234376]
[0.1474693 0.51718752 0.84670582 0.60468754]
1H NMR
400 MHz
CDCl3
8.91 (s, 1H), 8.70 (d, J = 4.9 Hz, 1H), 7.55 (d, J = 5.0 Hz, 1H)
null
[('s', [], '1H', 8.91, 8.91), ('d', ['4.9Hz'], '1H', 8.7, 8.7), ('d', ['5.0Hz'], '1H', 7.55, 7.55)]
3
3
3
10.1021_acs.orglett.2c02596
N#Cc1ccncc1Br
9
9
[0.15105939 0.41171877 0.22562253 0.50234376]
[0.1474693 0.51718752 0.84670582 0.60468754]
13C NMR
101 MHz
CDCl3
152.7, 148.5, 126.8, 123.3, 122.2, 114.9
null
[(152.7, None, None), (148.5, None, None), (126.8, None, None), (123.3, None, None), (122.2, None, None), (114.9, None, None)]
6
6
6
10.1021_acs.orglett.2c02596
N#Cc1nc2ccccc2s1
9
9
[0.15133554 0.65312503 0.2861015 0.69062504]
[0.14802163 0.72187504 0.84615348 0.80859382]
1H NMR
400 MHz
CDCl3
8.25-8.19 (m, 1H), 8.02-7.96 (m, 1H), 7.69-7.61 (m, 2H)
null
[('m', [], '1H', 8.25, 8.19), ('m', [], '1H', 8.02, 7.96), ('m', [], '2H', 7.69, 7.61)]
4
4
4
10.1021_acs.orglett.2c02596
N#Cc1nc2ccccc2s1
9
9
[0.15133554 0.65312503 0.2861015 0.69062504]
[0.14802163 0.72187504 0.84615348 0.80859382]
13C NMR
101 MHz
CDCl3
152.2, 136.5, 135.3, 128.7, 128.0, 125.3, 121.8, 113.0
null
[(152.2, None, None), (136.5, None, None), (135.3, None, None), (128.7, None, None), (128.0, None, None), (125.3, None, None), (121.8, None, None), (113.0, None, None)]
8
8
8
10.1021_acs.orglett.2c02596
N#Cc1nc2ccc(Cl)cc2s1
10
10
[0.1516117 0.33515626 0.31896452 0.37578128]
[0.14857395 0.40429691 0.84449651 0.49101565]
13C NMR
101 MHz
CDCl3
150.7, 136.9, 136.4, 135.2, 129.1, 126.0, 121.4, 112.6
null
[(150.7, None, None), (136.9, None, None), (136.4, None, None), (135.2, None, None), (129.1, None, None), (126.0, None, None), (121.4, None, None), (112.6, None, None)]
8
8
8
10.1021_acs.orglett.2c02596
Cc1cccc2sc(C#N)nc12
10
10
[0.15078323 0.53750001 0.28389222 0.59531252]
[0.14802163 0.60859379 0.84836274 0.67734381]
1H NMR
400 MHz
CDCl3
7.78 (d, J = 7.7 Hz, 1H), 7.51 (t, J = 7.7 Hz, 1H), 7.42 (d, J = 7.3 Hz, 1H), 2.78 (s, 3H)
null
[('d', ['7.7Hz'], '1H', 7.78, 7.78), ('t', ['7.7Hz'], '1H', 7.51, 7.51), ('d', ['7.3Hz'], '1H', 7.42, 7.42), ('s', [], '3H', 2.78, 2.78)]
6
4
6
10.1021_acs.orglett.2c02596
Cc1cccc2sc(C#N)nc12
10
10
[0.15078323 0.53750001 0.28389222 0.59531252]
[0.14802163 0.60859379 0.84836274 0.67734381]
13C NMR
101 MHz
CDCl3
151.8, 135.7, 135.3, 135.1, 128.7, 128.2, 119.1, 113.3, 18.3
null
[(151.8, None, None), (135.7, None, None), (135.3, None, None), (135.1, None, None), (128.7, None, None), (128.2, None, None), (119.1, None, None), (113.3, None, None), (18.3, None, None)]
9
9
9
10.1021_acs.orglett.2c02596
COc1ccc2nc(C#N)sc2c1
10
10
[0.15050707 0.77812503 0.32642083 0.81953129]
[0.14857395 0.84921881 0.84891508 0.89921878]
1H NMR
400 MHz
CDCl3
8.06 (d, J = 9.1 Hz, 1H), 7.34 (d, J = 2.5 Hz, 1H), 7.22 (dd, J = 9.1, 2.5 Hz, 1H), 3.91 (s, 3H)
null
[('d', ['9.1Hz'], '1H', 8.06, 8.06), ('d', ['2.5Hz'], '1H', 7.34, 7.34), ('dd', ['9.1Hz', '2.5Hz'], '1H', 7.22, 7.22), ('s', [], '3H', 3.91, 3.91)]
6
4
6
10.1021_acs.orglett.2c02596
COc1ccc2nc(C#N)sc2c1
10
10
[0.15050707 0.77812503 0.32642083 0.81953129]
[0.14857395 0.84921881 0.84891508 0.89921878]
13C NMR
101 MHz
CDCl3
160.5, 146.9, 137.4, 133.3, 125.8, 118.5, 113.2, 103.0, 56.0
null
[(160.5, None, None), (146.9, None, None), (137.4, None, None), (133.3, None, None), (125.8, None, None), (118.5, None, None), (113.2, None, None), (103.0, None, None), (56.0, None, None)]
9
9
9
10.1021_acs.orglett.2c02596
N#Cc1nc2ccccc2o1
11
11
[0.14995474 0.1879883 0.28389222 0.24140626]
[0.14857395 0.25625001 0.84836274 0.32460939]
1H NMR
400 MHz
CDCl3
7.89 (d, J = 8.1 Hz, 1H), 7.66 (d, J = 8.3 Hz, 1H), 7.65-7.56 (m, 1H), 7.57-7.48 (m, 1H)
null
[('d', ['8.1Hz'], '1H', 7.89, 7.89), ('d', ['8.3Hz'], '1H', 7.66, 7.66), ('m', [], '1H', 7.65, 7.56), ('m', [], '1H', 7.57, 7.48)]
4
4
4
10.1021_acs.orglett.2c02596
N#Cc1nc2ccccc2o1
11
11
[0.14995474 0.1879883 0.28389222 0.24140626]
[0.14857395 0.25625001 0.84836274 0.32460939]
13C NMR
101 MHz
CDCl3
150.4, 139.5, 137.3, 129.1, 126.6, 122.0, 111.6, 109.2
null
[(150.4, None, None), (139.5, None, None), (137.3, None, None), (129.1, None, None), (126.6, None, None), (122.0, None, None), (111.6, None, None), (109.2, None, None)]
8
8
8
10.1021_acs.orglett.2c02596
N#Cc1nc2cc(F)ccc2o1
11
11
[0.15326867 0.40937501 0.31123205 0.46640627]
[0.14802163 0.47812502 0.85057205 0.63906251]
1H NMR
400 MHz
CDCl3
7.63 (dd, J = 9.1, 4.1 Hz, 1H), 7.56 (dd, J = 7.7, 2.6 Hz, 1H), 7.39-7.32 (m, 1H)
null
[('dd', ['9.1Hz', '4.1Hz'], '1H', 7.63, 7.63), ('dd', ['7.7Hz', '2.6Hz'], '1H', 7.56, 7.56), ('m', [], '1H', 7.39, 7.32)]
3
3
3
10.1021_acs.orglett.2c02596
N#Cc1nc2cc(F)ccc2o1
11
11
[0.15326867 0.40937501 0.31123205 0.46640627]
[0.14802163 0.47812502 0.85057205 0.63906251]
13C NMR
101 MHz
CDCl3
160.9 (d, J = 245.3 Hz), 146.8 (d, J = 1.3 Hz), 140.2 (d, J = 13.6 Hz), 138.7, 117.61 (d, J = 27.0 Hz), 112.3 (d, J = 9.9 Hz), 108.8, 108.0 (d, J = 25.9 Hz)
null
[(160.9, 'd', 245.3), (146.8, 'd', 1.3), (140.2, 'd', 13.6), (138.7, None, None), (117.61, 'd', 27.0), (112.3, 'd', 9.9), (108.8, None, None), (108.0, 'd', 25.9)]
8
8
8
10.1021_acs.orglett.2c02596
N#Cc1nc2cc(F)ccc2o1
11
11
[0.15326867 0.40937501 0.31123205 0.46640627]
[0.14802163 0.47812502 0.85057205 0.63906251]
19F NMR
471 MHz
CDCl3
-113.67
null
[(-113.67, None, None)]
1
1
1
10.1021_acs.orglett.2c02596
N#Cc1nc2cc(Br)ccc2o1
11
11
[0.15216403 0.68750007 0.31896452 0.72968754]
[0.14802163 0.75625001 0.84725811 0.86250004]
1H NMR
400 MHz
CDCl3
8.09-8.00 (m, 1H), 7.75-7.67 (m, 1H), 7.55 (d, J = 8.8 Hz, 1H)
null
[('m', [], '1H', 8.09, 8.0), ('m', [], '1H', 7.75, 7.67), ('d', ['8.8Hz'], '1H', 7.55, 7.55)]
3
3
3
10.1021_acs.orglett.2c02596
N#Cc1nc2cc(Br)ccc2o1
11
11
[0.15216403 0.68750007 0.31896452 0.72968754]
[0.14802163 0.75625001 0.84725811 0.86250004]
13C NMR
101 MHz
CDCl3
149.3, 140.9, 138.1, 132.4, 124.8, 119.6, 112.8, 108.7
null
[(149.3, None, None), (140.9, None, None), (138.1, None, None), (132.4, None, None), (124.8, None, None), (119.6, None, None), (112.8, None, None), (108.7, None, None)]
8
8
8
10.1021_acs.orglett.2c02596
N#Cc1nc2cc(Cl)ccc2o1
12
12
[0.1516117 0.09462891 0.31896452 0.13583985]
[0.14857395 0.16357422 0.84449651 0.25039064]
1H NMR
400 MHz
CDCl3
7.88 (dd, J = 1.9, 0.8 Hz, 1H), 7.63-7.55 (m, 2H)
null
[('dd', ['1.9Hz', '0.8Hz'], '1H', 7.88, 7.88), ('m', [], '2H', 7.63, 7.55)]
3
3
3
10.1021_acs.orglett.2c02596
N#Cc1nc2cc(Cl)ccc2o1
12
12
[0.1516117 0.09462891 0.31896452 0.13583985]
[0.14857395 0.16357422 0.84449651 0.25039064]
13C NMR
101 MHz
CDCl3
148.9, 140.4, 138.3, 132.4, 129.7, 121.8, 112.4, 108.7
null
[(148.9, None, None), (140.4, None, None), (138.3, None, None), (132.4, None, None), (129.7, None, None), (121.8, None, None), (112.4, None, None), (108.7, None, None)]
8
8
8
10.1002_adsc.202300659
O=C(OCc1ccccc1)N=Cc1ccccc1Cl
3
3
[0.14277459 0.07050782 0.2532385 0.14003907]
[0.14028915 0.18300783 0.92789673 0.24667971]
1H NMR
300 MHz
CDCl3
9.38 (s, 1H), 8.24-8.21 (d, J = 7.7 Hz, 1H), 7.53-7.34 (m, 8H), 5.35 (s, 2H)
null
[('s', [], '1H', 9.38, 9.38), ('d', ['7.7Hz'], '1H', 8.24, 8.21), ('m', [], '8H', 7.53, 7.34), ('s', [], '2H', 5.35, 5.35)]
12
9
12
10.1002_adsc.202300659
O=C(OCc1ccccc1)N=Cc1cccc(OC)c1
3
3
[0.14277459 0.27187501 0.25351465 0.36054688]
[0.14028915 0.40625004 0.92789673 0.47031252]
1H NMR
300 MHz
CDCl3
8.93 (s, 1H), 7.54 (brs, 1H), 7.50-7.47 (m, 2H), 7.44-7.37 (m, 5H), 7.17-7.14 (m, 1H), 5.35 (s, 2H), 3.87 (s, 3H)
null
[('s', [], '1H', 8.93, 8.93), ('brs', [], '1H', 7.54, 7.54), ('m', [], '2H', 7.5, 7.47), ('m', [], '5H', 7.44, 7.37), ('m', [], '1H', 7.17, 7.14), ('s', [], '2H', 5.35, 5.35), ('s', [], '3H', 3.87, 3.87)]
15
10
15
10.1002_adsc.202300659
O=C(OCc1ccccc1)N=Cc1ccc(C)cc1
3
3
[0.14443155 0.49453126 0.29935717 0.56640629]
[0.14028915 0.6171875 0.92734449 0.70312507]
1H NMR
300 MHz
CDCl3
8.96 (s, 1H), 7.86-7.83 (d, J = 8.0 Hz, 2H), 7.49-7.47 (m, 2H), 7.42-7.36 (m, 3H), 7.32-7.29 (m, 2H), 5.34 (s, 2H), 2.44 (s, 3H)
null
[('s', [], '1H', 8.96, 8.96), ('d', ['8.0Hz'], '2H', 7.86, 7.83), ('m', [], '2H', 7.49, 7.47), ('m', [], '3H', 7.42, 7.36), ('m', [], '2H', 7.32, 7.29), ('s', [], '2H', 5.34, 5.34), ('s', [], '3H', 2.44, 2.44)]
15
8
15
10.1002_adsc.202300659
O=C(OCc1ccccc1)N=Cc1ccc2c(c1)OCO2
4
4
[0.14332691 0.13359376 0.2758836 0.21914064]
[0.14084148 0.26835939 0.92789673 0.35507815]
1H NMR
300 MHz
CDCl3
8.88 (s, 1H), 7.53 (s, 1H), 7.48-7.46 (m, 2H), 7.42-7.33 (m, 4H), 6.91-6.88 (d, J = 7.9 Hz, 1H), 6.07 (s, 2H), 5.32 (s, 2H)
null
[('s', [], '1H', 8.88, 8.88), ('s', [], '1H', 7.53, 7.53), ('m', [], '2H', 7.48, 7.46), ('m', [], '4H', 7.42, 7.33), ('d', ['7.9Hz'], '1H', 6.91, 6.88), ('s', [], '2H', 6.07, 6.07), ('s', [], '2H', 5.32, 5.32)]
13
9
13
10.1002_adsc.202300659
O=C(OCc1ccccc1)N=Cc1cccc2ccccc12
4
4
[0.14277459 0.38222658 0.27395048 0.44765626]
[0.14028915 0.49843751 0.92900141 0.58593754]
1H NMR
300 MHz
CDCl3
9.61 (s, 1H), 9.04-9.02 (d, J = 8.5 Hz, 1H), 8.20-8.17 (d, J = 7.1 Hz, 1H), 8.10-8.07 (d, J = 8.3 Hz, 1H), 7.96-7.93 (d, J = 7.9 Hz, 1H), 7.71-7.66 (m, 1H), 7.62-7.52 (m, 4H), 7.46-7.39 (m, 3H), 5.41 (s, 2H)
null
[('s', [], '1H', 9.61, 9.61), ('d', ['8.5Hz'], '1H', 9.04, 9.02), ('d', ['7.1Hz'], '1H', 8.2, 8.17), ('d', ['8.3Hz'], '1H', 8.1, 8.07), ('d', ['7.9Hz'], '1H', 7.96, 7.93), ('m', [], '1H', 7.71, 7.66), ('m', [], '4H', 7.62, 7.52), ('m', [], '3H', 7.46, 7.39), ('s', [], '2H', 5.41, 5.41)]
15
12
15
10.1002_adsc.202300659
O=C(OCc1ccccc1)N=CC12CC3CC(CC(C3)C1)C2
4
4
[0.14332691 0.61171876 0.27422663 0.67734381]
[0.14084148 0.72812506 0.92955375 0.84140631]
1H NMR
300 MHz
CDCl3
8.04 (brs, 1H), 7.45-7.33 (m, 5H), 5.25-5.13 (m, 2H), 2.08 (brs, 2H), 1.99 (brs, 1H), 1.82-1.60 (m, 12H)
null
[('brs', [], '1H', 8.04, 8.04), ('m', [], '5H', 7.45, 7.33), ('m', [], '2H', 5.25, 5.13), ('brs', [], '2H', 2.08, 2.08), ('brs', [], '1H', 1.99, 1.99), ('m', [], '12H', 1.82, 1.6)]
23
8
23
10.1002_adsc.202300659
O=C(OCc1ccccc1)N=CC12CC3CC(CC(C3)C1)C2
4
4
[0.14332691 0.61171876 0.27422663 0.67734381]
[0.14084148 0.72812506 0.92955375 0.84140631]
13C NMR
75 MHz
CDCl3
182.2, 155.8, 128.6, 128.5, 128.1, 87.5, 68.7, 66.8, 38.2, 37.2, 37.0, 36.5, 28.0, 27.6
null
[(182.2, None, None), (155.8, None, None), (128.6, None, None), (128.5, None, None), (128.1, None, None), (87.5, None, None), (68.7, None, None), (66.8, None, None), (38.2, None, None), (37.2, None, None), (37.0, None, None), (36.5, None, None), (28.0, None, None), (27.6, None, None)]
19
11
14
10.1002_adsc.202300659
O=C(OCc1ccccc1)NC(S(=O)(=O)c1ccccc1)c1cccc[n+]1[O-]
5
5
[0.14249844 0.13398438 0.27395048 0.20390626]
[0.14028915 0.26328127 0.92789673 0.37578128]
1H NMR
300 MHz
CDCl3
8.24-8.18 (m, 2H), 7.91-7.89 (d, J = 7.5 Hz, 2H), 7.67-7.62 (t, J = 7.4 Hz, 1H), 7.56-7.54 (d, J = 6.1 Hz, 1H), 7.51-7.46 (t, J = 7.6 Hz, 2H), 7.40-7.22 (m, 7H), 6.45-6.42 (d, J = 10.2 Hz, 1H), 5.04 (s, 2H)
null
[('m', [], '2H', 8.24, 8.18), ('d', ['7.5Hz'], '2H', 7.91, 7.89), ('t', ['7.4Hz'], '1H', 7.67, 7.62), ('d', ['6.1Hz'], '1H', 7.56, 7.54), ('t', ['7.6Hz'], '2H', 7.51, 7.46), ('m', [], '7H', 7.4, 7.22), ('d', ['10.2Hz'], '1H', 6.45, 6.42), ('s', [], '2H', 5.04, 5.04)]
18
13
18
10.1002_adsc.202300659
O=C(N[C@@H](c1ccccc1)c1oc2ccccc2c(=O)c1O)OCc1ccccc1
5
5
[0.14249844 0.71406254 0.31924067 0.82343754]
[0.14028915 0.85000001 0.92789673 0.91406257]
1H NMR
300 MHz
CDCl3
8.24-8.21 (d, J = 7.9 Hz, 1H), 7.70-7.65 (t, J = 7.5 Hz, 1H), 7.49-7.19 (m, 12H), 6.59 (s, 1H), 6.40-6.37 (d, J = 8.0 Hz, 1H), 6.17-6.14 (d, J = 8.0 Hz, 1H), 5.18 (s, 2H)
null
[('d', ['7.9Hz'], '1H', 8.24, 8.21), ('t', ['7.5Hz'], '1H', 7.7, 7.65), ('m', [], '12H', 7.49, 7.19), ('s', [], '1H', 6.59, 6.59), ('d', ['8.0Hz'], '1H', 6.4, 6.37), ('d', ['8.0Hz'], '1H', 6.17, 6.14), ('s', [], '2H', 5.18, 5.18)]
19
14
19
10.1002_adsc.202300659
O=C(N[C@@H](c1ccccc1)c1oc2ccccc2c(=O)c1O)OCc1ccccc1
5
5
[0.14249844 0.71406254 0.31924067 0.82343754]
[0.14028915 0.85000001 0.92789673 0.91406257]
13C NMR
75 MHz
CDCl3
173.1, 155.6, 155.4, 148.2, 138.0, 136.1, 133.6, 129.0, 128.6, 128.4, 126.7, 125.6, 124.7, 121.4, 118.3, 67.4, 53.7
null
[(173.1, None, None), (155.6, None, None), (155.4, None, None), (148.2, None, None), (138.0, None, None), (136.1, None, None), (133.6, None, None), (129.0, None, None), (128.6, None, None), (128.4, None, None), (126.7, None, None), (125.6, None, None), (124.7, None, None), (121.4, None, None), (118.3, None, None), (67....
24
20
17
10.1002_adsc.202300659
O=C(N[C@@H](c1ccccc1Cl)c1oc2ccccc2c(=O)c1O)OCc1ccccc1
6
6
[0.14277459 0.20742189 0.31868836 0.31601565]
[0.14028915 0.35546879 0.92789673 0.54140626]
1H NMR
300 MHz
CDCl3
8.23-8.20 (d, J = 7.9, 1H), 7.71-7.65 (t, J = 7.6 Hz, 1H), 7.56-7.27 (m, 11H), 6.70-6.67 (d, J = 8.1 Hz, 1H), 6.48 (s, 1H), 6.08-6.06 (d, J = 8.1 Hz, 1H), 5.17 (s, 2H)
null
[('d', "['7.9Hz']", '1H', 8.23, 8.2), ('t', ['7.6Hz'], '1H', 7.71, 7.65), ('m', [], '11H', 7.56, 7.27), ('d', ['8.1Hz'], '1H', 6.7, 6.67), ('s', [], '1H', 6.48, 6.48), ('d', ['8.1Hz'], '1H', 6.08, 6.06), ('s', [], '2H', 5.17, 5.17)]
18
15
18
10.1002_adsc.202300659
O=C(N[C@@H](c1ccccc1Cl)c1oc2ccccc2c(=O)c1O)OCc1ccccc1
6
6
[0.14277459 0.20742189 0.31868836 0.31601565]
[0.14028915 0.35546879 0.92789673 0.54140626]
13C NMR
75 MHz
CDCl3
173.1, 162.2, 159.3, 155.4, 147.0, 144.9, 133.7, 130.2, 129.7, 128.9, 128.6, 128.3, 128.2, 125.3, 124.8, 118.4, 67.4, 52.1
null
[(173.1, None, None), (162.2, None, None), (159.3, None, None), (155.4, None, None), (147.0, None, None), (144.9, None, None), (133.7, None, None), (130.2, None, None), (129.7, None, None), (128.9, None, None), (128.6, None, None), (128.3, None, None), (128.2, None, None), (125.3, None, None), (124.8, None, None), (118...
24
22
18
10.1002_adsc.202300659
N([C@H](c1cccc(OC)c1)c1c(O)c(=O)c2ccccc2o1)C(=O)OCc1ccccc1
6
6
[0.14249844 0.56640629 0.31924067 0.67890629]
[0.14028915 0.70859381 0.92789673 0.86953126]
1H NMR
300 MHz
CDCl3
8.22-8.19 (d, J = 7.7 Hz, 1H), 7.68-7.63 (t, J = 7.6 Hz, 1H), 7.47-7.24 (m, 8H), 7.08-7.06 (m, 2H), 6.87-6.85 (m, 2H), 6.39-6.36 (d, J = 8.4 Hz, 1H), 6.25-6.22 (d, J = 8.4 Hz, 1H), 5.18 (s, 2H), 3.79 (s, 3H)
null
[('d', ['7.7Hz'], '1H', 8.22, 8.19), ('t', ['7.6Hz'], '1H', 7.68, 7.63), ('m', [], '8H', 7.47, 7.24), ('m', [], '2H', 7.08, 7.06), ('m', [], '2H', 6.87, 6.85), ('d', ['8.4Hz'], '1H', 6.39, 6.36), ('d', ['8.4Hz'], '1H', 6.25, 6.22), ('s', [], '2H', 5.18, 5.18), ('s', [], '3H', 3.79, 3.79)]
21
16
21
10.1002_adsc.202300659
O=C(N[C@@H](c1ccc(C)cc1)c1oc2ccccc2c(=O)c1O)OCc1ccccc1
7
7
[0.14305075 0.0703125 0.31868836 0.20234376]
[0.14028915 0.22890626 0.92900141 0.43984376]
1H NMR
300 MHz
CDCl3
8.23-8.21 (d, J = 7.9 Hz, 1H), 7.70-7.65 (t, J = 7.6 Hz, 1H), 7.49-7.46 (d, J = 8.4 Hz, 1H), 7.35-7.28 (m, 8H), 7.19-7.17 (d, J = 7.8 Hz, 2H), 6.50 (brs, 1H), 6.34-6.31 (d, J = 8.7 Hz, 1H), 6.11-6.08 (d, J = 7.9 Hz, 1H), 5.16 (s, 2H), 2.34 (s, 3H)
null
[('d', ['7.9Hz'], '1H', 8.23, 8.21), ('t', ['7.6Hz'], '1H', 7.7, 7.65), ('d', ['8.4Hz'], '1H', 7.49, 7.46), ('m', [], '8H', 7.35, 7.28), ('d', ['7.8Hz'], '2H', 7.19, 7.17), ('brs', [], '1H', 6.5, 6.5), ('d', ['8.7Hz'], '1H', 6.34, 6.31), ('d', ['7.9Hz'], '1H', 6.11, 6.08), ('s', [], '2H', 5.16, 5.16), ('s', [], '3H', 2...
21
14
21
10.1002_adsc.202300659
O=C(N[C@@H](c1ccc(C)cc1)c1oc2ccccc2c(=O)c1O)OCc1ccccc1
7
7
[0.14305075 0.0703125 0.31868836 0.20234376]
[0.14028915 0.22890626 0.92900141 0.43984376]
13C NMR
75 MHz
CDCl3
173.1, 155.4, 148.1, 138.3, 137.5, 133.6, 129.9, 129.7, 128.6, 128.3, 128.1, 126.6, 125.5, 124.7, 121.3, 118.3, 67.3, 32.5, 21.1
null
[(173.1, None, None), (155.4, None, None), (148.1, None, None), (138.3, None, None), (137.5, None, None), (133.6, None, None), (129.9, None, None), (129.7, None, None), (128.6, None, None), (128.3, None, None), (128.1, None, None), (126.6, None, None), (125.5, None, None), (124.7, None, None), (121.3, None, None), (118...
25
21
19
10.1002_adsc.202300659
O=C(N[C@@H](c1ccc2c(c1)OCO2)c1oc2ccccc2c(=O)c1O)OCc1ccccc1
8
8
[0.14277459 0.07060547 0.31841219 0.19912111]
[0.13918451 0.24687501 0.92789673 0.48046879]
13C NMR
75 MHz
DMSO-d6
172.9, 156.2, 154.9, 150.1, 148.0, 147.3, 137.6, 137.2, 134.0, 133.0, 128.8, 128.3, 125.3, 125.1, 122.4, 120.7, 118.1, 108.7, 107.6, 101.6, 66.3, 51.5
null
[(172.9, None, None), (156.2, None, None), (154.9, None, None), (150.1, None, None), (148.0, None, None), (147.3, None, None), (137.6, None, None), (137.2, None, None), (134.0, None, None), (133.0, None, None), (128.8, None, None), (128.3, None, None), (125.3, None, None), (125.1, None, None), (122.4, None, None), (120...
25
23
22