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stringclasses
11 values
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stringlengths
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38
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17 values
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stringlengths
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int64
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244
10.1002_adsc.202100030
Fc1ccc2c3c([nH]c2c1)CCNC3
15
15
[0.12244158 0.18007814 0.26588894 0.24531251]
[0.11884849 0.26074221 0.88003155 0.54531251]
1H NMR
400 MHz
DMSO-d6
10.82 (br, 1H), 7.23 (dd, J = 8.8, 4.6 Hz, 1H), 7.06 (dd, J = 10.0, 2.5 Hz, 1H), 6.80 (td, J = 8.8, 2.5 Hz, 1H), 3.80 (s, 2H), 3.35 (br, 1H), 3.00 (t, J = 5.7 Hz, 2H), 2.65 (t, J = 5.7 Hz, 2H)
null
[('br', [], '1H', 10.82, 10.82), ('dd', ['8.8Hz', '4.6Hz'], '1H', 7.23, 7.23), ('dd', ['10.0Hz', '2.5Hz'], '1H', 7.06, 7.06), ('td', ['8.8Hz', '2.5Hz'], '1H', 6.8, 6.8), ('s', [], '2H', 3.8, 3.8), ('br', [], '1H', 3.35, 3.35), ('t', ['5.7Hz'], '2H', 3.0, 3.0), ('t', ['5.7Hz'], '2H', 2.65, 2.65)]
11
8
11
10.1002_adsc.202100030
Fc1ccc2c3c([nH]c2c1)CCNC3
15
15
[0.12244158 0.18007814 0.26588894 0.24531251]
[0.11884849 0.26074221 0.88003155 0.54531251]
19F NMR
376 MHz
DMSO-d6
-125.9 (td, J = 10.0, 4.6 Hz)
null
[(-125.9, 'td', [10.0, 4.6])]
1
1
1
10.1002_adsc.202100030
Fc1ccc2c3c([nH]c2c1)CCNC3
15
15
[0.12244158 0.18007814 0.26588894 0.24531251]
[0.11884849 0.26074221 0.88003155 0.54531251]
13C NMR
101 MHz
DMSO-d6
155.6 (d, JCF = 231.1 Hz), 135.7, 131.9, 125.8 (d, JCF = 9.9 Hz), 111.3 (d, JCF = 9.9 Hz), 108.7 (d, JCF = 4.5 Hz), 107.6 (d, JCF = 25.6 Hz), 102.0 (d, JCF = 23.2 Hz), 42.9, 41.6, 24.2
null
[(155.6, 'd', 231.1), (135.7, None, None), (131.9, None, None), (125.8, 'd', 9.9), (111.3, 'd', 9.9), (108.7, 'd', 4.5), (107.6, 'd', 25.6), (102.0, 'd', 23.2), (42.9, None, None), (41.6, None, None), (24.2, None, None)]
11
11
11
10.1002_adsc.202100030
CCCCCCCCSc1ccc(C)cc1
16
15
[0.1218888 0.10839845 0.31315192 0.14804688]
[0.11995405 0.68671879 0.87947875 0.87734376]
1H NMR
400 MHz
CDCl3
7.24 (d, J = 8.2 Hz, 2H), 7.09 (d, J = 8.2 Hz, 2H), 2.87 (t, J = 7.4 Hz, 2H), 2.31 (s, 3H), 1.61 (quintuplet, J = 7.4 Hz, 2H), 1.44-1.35 (m, 2H), 1.33-1.18 (m, 8H), 0.87 (t, J = 7.1 Hz, 3H)
null
[('d', ['8.2Hz'], '2H', 7.24, 7.24), ('d', ['8.2Hz'], '2H', 7.09, 7.09), ('t', ['7.4Hz'], '2H', 2.87, 2.87), ('s', [], '3H', 2.31, 2.31), ('p', ['7.4Hz'], '2H', 1.61, 1.61), ('m', [], '2H', 1.44, 1.35), ('m', [], '8H', 1.33, 1.18), ('t', ['7.1Hz'], '3H', 0.87, 0.87)]
24
11
24
10.1002_adsc.202100030
CCCCCCCCSc1ccc(C)cc1
16
15
[0.1218888 0.10839845 0.31315192 0.14804688]
[0.11995405 0.68671879 0.87947875 0.87734376]
13C NMR
101 MHz
CDCl3
135.8, 133.1, 129.7, 129.6, 34.3, 31.8, 29.3, 29.2, 29.1, 28.8, 22.7, 21.0, 14.1
null
[(135.8, None, None), (133.1, None, None), (129.7, None, None), (129.6, None, None), (34.3, None, None), (31.8, None, None), (29.3, None, None), (29.2, None, None), (29.1, None, None), (28.8, None, None), (22.7, None, None), (21.0, None, None), (14.1, None, None)]
15
13
13
10.1002_adsc.202100030
CCCCCCCCSc1ccc(OC)cc1
16
16
[0.12409992 0.32265626 0.34493701 0.36640626]
[0.36041493 0.31796877 0.87892595 0.38515626]
1H NMR
400 MHz
CDCl3
7.33 (dt, J = 8.8, 2.6 Hz, 2H), 6.84 (dt, J = 8.8, 2.6 Hz, 2H), 3.79 (s, 3H), 2.81 (t, J = 7.4 Hz, 2H), 1.57 (quintuplet, J = 7.4 Hz, 2H), 1.43-1.34 (m, 2H), 1.31-1.20 (m, 8H), 0.87 (t, J = 7.0 Hz, 3H)
null
[('dt', ['8.8Hz', '2.6Hz'], '2H', 7.33, 7.33), ('dt', ['8.8Hz', '2.6Hz'], '2H', 6.84, 6.84), ('s', [], '3H', 3.79, 3.79), ('t', ['7.4Hz'], '2H', 2.81, 2.81), ('p', ['7.4Hz'], '2H', 1.57, 1.57), ('m', [], '2H', 1.43, 1.34), ('m', [], '8H', 1.31, 1.2), ('t', ['7.0Hz'], '3H', 0.87, 0.87)]
24
11
24
10.1002_adsc.202100030
CCCCCCCCSc1ccc(OC)cc1
16
16
[0.12409992 0.32265626 0.34493701 0.36640626]
[0.36041493 0.31796877 0.87892595 0.38515626]
13C NMR
101 MHz
CDCl3
158.7, 132.9, 126.9, 114.5, 55.3, 35.8, 31.8, 29.4, 29.2, 29.2, 28.7, 22.7, 14.1
null
[(158.7, None, None), (132.9, None, None), (126.9, None, None), (114.5, None, None), (55.3, None, None), (35.8, None, None), (31.8, None, None), (29.4, None, None), (29.2, None, None), (29.2, None, None), (28.7, None, None), (22.7, None, None), (14.1, None, None)]
15
13
13
10.1002_adsc.202100030
C(c1ccc(SCCCCCCCC)cc1)#N
16
16
[0.12382353 0.53359376 0.33332853 0.57890628]
[0.34604256 0.52929691 0.88003155 0.5964844 ]
1H NMR
400 MHz
CDCl3
7.52 (dt, J = 8.6, 1.9 Hz, 2H), 7.28 (dt, J = 8.6, 1.9 Hz, 2H), 2.97 (t, J = 7.4 Hz, 2H), 1.69 (quintuplet, J = 7.4 Hz, 2H), 1.48-1.40 (m, 2H), 1.35-1.21 (m, 8H), 0.88 (t, J = 7.1 Hz, 3H)
null
[('dt', ['8.6Hz', '1.9Hz'], '2H', 7.52, 7.52), ('dt', ['8.6Hz', '1.9Hz'], '2H', 7.28, 7.28), ('t', ['7.4Hz'], '2H', 2.97, 2.97), ('p', ['7.4Hz'], '2H', 1.69, 1.69), ('m', [], '2H', 1.48, 1.4), ('m', [], '8H', 1.35, 1.21), ('t', ['7.1Hz'], '3H', 0.88, 0.88)]
21
10
21
10.1002_adsc.202100030
C(c1ccc(SCCCCCCCC)cc1)#N
16
16
[0.12382353 0.53359376 0.33332853 0.57890628]
[0.34604256 0.52929691 0.88003155 0.5964844 ]
13C NMR
101 MHz
CDCl3
145.4, 132.3, 126.7, 119.1, 107.9, 32.0, 31.9, 29.2, 29.2, 29.0, 28.7, 22.8, 14.2
null
[(145.4, None, None), (132.3, None, None), (126.7, None, None), (119.1, None, None), (107.9, None, None), (32.0, None, None), (31.9, None, None), (29.2, None, None), (29.2, None, None), (29.0, None, None), (28.7, None, None), (22.8, None, None), (14.2, None, None)]
15
13
13
10.1002_adsc.202100030
Cc1ccc(Sc2ccccc2)cc1
17
17
[0.12216519 0.19902345 0.27031119 0.23925783]
[0.10613446 0.19414064 0.88003155 0.33281253]
1H NMR
400 MHz
CDCl3
7.30 (d, J = 8.2 Hz, 2H), 7.27-7.22 (m, 4H), 7.22-7.16 (m, 1H), 7.13 (d, J = 8.2 Hz, 2H), 2.34 (s, 3H)
null
[('d', ['8.2Hz'], '2H', 7.3, 7.3), ('m', [], '4H', 7.27, 7.22), ('m', [], '1H', 7.22, 7.16), ('d', ['8.2Hz'], '2H', 7.13, 7.13), ('s', [], '3H', 2.34, 2.34)]
12
6
12
10.1002_adsc.202100030
Cc1ccc(Sc2ccccc2)cc1
17
17
[0.12216519 0.19902345 0.27031119 0.23925783]
[0.10613446 0.19414064 0.88003155 0.33281253]
13C NMR
101 MHz
CDCl3
137.6, 137.1, 132.3, 131.3, 130.1, 129.8, 129.1, 126.4, 21.2
null
[(137.6, None, None), (137.1, None, None), (132.3, None, None), (131.3, None, None), (130.1, None, None), (129.8, None, None), (129.1, None, None), (126.4, None, None), (21.2, None, None)]
13
9
9
10.1021_acscatal.2c00181
O(c1cc(OC)cc(P(CCCP(c2cc(OC)cc(OC)c2)c2cc(OC)cc(OC)c2)c2cc(OC)cc(OC)c2)c1)C
2
2
[0.12510037 0.3355469 0.44710266 0.45546876]
[0.12040566 0.46718751 0.88039733 0.57968752]
1H NMR
400 MHz
CDCl3
6.55 (d, J = 2.3 Hz, 4H), 6.53 (d, J = 2.3 Hz, 4H), 6.38 (t, J = 2.3 Hz, 4H), 3.73 (s, 24H), 2.15 (t, J = 8.0 Hz, 4H), 1.71-1.60 (m, 2H)
null
[('d', ['2.3Hz'], '4H', 6.55, 6.55), ('d', ['2.3Hz'], '4H', 6.53, 6.53), ('t', ['2.3Hz'], '4H', 6.38, 6.38), ('s', [], '24H', 3.73, 3.73), ('t', ['8.0Hz'], '4H', 2.15, 2.15), ('m', [], '2H', 1.71, 1.6)]
42
5
42
10.1021_acscatal.2c00181
O(c1cc(OC)cc(P(CCCP(c2cc(OC)cc(OC)c2)c2cc(OC)cc(OC)c2)c2cc(OC)cc(OC)c2)c1)C
2
2
[0.12510037 0.3355469 0.44710266 0.45546876]
[0.12040566 0.46718751 0.88039733 0.57968752]
31P NMR
162 MHz
CDCl3
-12.5
null
[(-12.5, None, None)]
2
1
1
10.1021_acscatal.2c00181
O(c1ccc(P(CCCP(c2ccc(OC)cc2)c2ccc(OC)cc2)c2ccc(OC)cc2)cc1)C
2
2
[0.12371957 0.61640629 0.43633239 0.72890626]
[0.11930102 0.73906253 0.88260659 0.82890628]
1H NMR
300 MHz
CDCl3
7.31-7.26 (m, 8H), 6.83 (d, J = 8.2 Hz, 8H), 3.79 (s, 12H), 2.10 (t, J = 7.5 Hz, 4H), 1.59-1.48 (m, 2H)
null
[('m', [], '8H', 7.31, 7.26), ('d', ['8.2Hz'], '8H', 6.83, 6.83), ('s', [], '12H', 3.79, 3.79), ('t', ['7.5Hz'], '4H', 2.1, 2.1), ('m', [], '2H', 1.59, 1.48)]
34
5
34
10.1021_acscatal.2c00181
O(c1ccc(P(CCCP(c2ccc(OC)cc2)c2ccc(OC)cc2)c2ccc(OC)cc2)cc1)C
2
2
[0.12371957 0.61640629 0.43633239 0.72890626]
[0.11930102 0.73906253 0.88260659 0.82890628]
31P NMR
162 MHz
CDCl3
-21.1
null
[(-21.1, None, None)]
2
1
1
10.1021_acscatal.2c00181
O(c1ccccc1P(CCCP(c1ccccc1OC)c1ccccc1OC)c1ccccc1OC)C
3
3
[0.12233877 0.0881836 0.34768513 0.17919924]
[0.12040566 0.1881836 0.87984499 0.27734377]
1H NMR
400 MHz
CDCl3
7.30-7.26 (m, 4H), 7.08 (t, J = 5.7 Hz, 4H), 6.89-6.81 (m, 8H), 3.73 (s, 12H), 2.23 (t, J = 8.0 Hz, 4H), 1.70-1.64 (m, 2H)
null
[('m', [], '4H', 7.3, 7.26), ('t', ['5.7Hz'], '4H', 7.08, 7.08), ('m', [], '8H', 6.89, 6.81), ('s', [], '12H', 3.73, 3.73), ('t', ['8.0Hz'], '4H', 2.23, 2.23), ('m', [], '2H', 1.7, 1.64)]
34
7
34
10.1021_acscatal.2c00181
O(c1ccccc1P(CCCP(c1ccccc1OC)c1ccccc1OC)c1ccccc1OC)C
3
3
[0.12233877 0.0881836 0.34768513 0.17919924]
[0.12040566 0.1881836 0.87984499 0.27734377]
31P NMR
162 MHz
CDCl3
-37.2
null
[(-37.2, None, None)]
2
1
1
10.1021_acscatal.2c00181
CC(C)(C)c1ccc(P(CCCP(c2ccc(C(C)(C)C)cc2)c2ccc(C(C)(C)C)cc2)c2ccc(C(C)(C)C)cc2)cc1
3
3
[0.12344341 0.3121094 0.41341115 0.42500001]
[0.1187487 0.43320315 0.87874031 0.52226565]
1H NMR
400 MHz
CDCl3
7.33 (d, J = 4.2 Hz, 16H), 2.17 (t, J = 7.7 Hz, 4H), 1.72-1.59 (m, 2H), 1.31 (s, 36H)
null
[('d', ['4.2Hz'], '16H', 7.33, 7.33), ('t', ['7.7Hz'], '4H', 2.17, 2.17), ('m', [], '2H', 1.72, 1.59), ('s', [], '36H', 1.31, 1.31)]
58
5
58
10.1021_acscatal.2c00181
CC(C)(C)c1ccc(P(CCCP(c2ccc(C(C)(C)C)cc2)c2ccc(C(C)(C)C)cc2)c2ccc(C(C)(C)C)cc2)cc1
3
3
[0.12344341 0.3121094 0.41341115 0.42500001]
[0.1187487 0.43320315 0.87874031 0.52226565]
31P NMR
162 MHz
CDCl3
-19.9
null
[(-19.9, None, None)]
2
1
1
10.1021_acscatal.2c00181
FC(C1C=CC(P(C2C=CC(C(F)(F)F)=CC=2)CCCP(C2C=CC(C(F)(F)F)=CC=2)C2C=CC(C(F)(F)F)=CC=2)=CC=1)(F)F
3
3
[0.12468613 0.55664066 0.42528602 0.66914067]
[0.12095797 0.68007814 0.87984499 0.79414067]
1H NMR
400 MHz
CDCl3
7.57 (d, J = 8.0 Hz, 8H), 7.44 (t, J = 7.4 Hz, 8H), 2.24 (t, J = 8.0 Hz, 4H), 1.61-1.58 (m, 2H)
null
[('d', ['8.0Hz'], '8H', 7.57, 7.57), ('t', ['7.4Hz'], '8H', 7.44, 7.44), ('t', ['8.0Hz'], '4H', 2.24, 2.24), ('m', [], '2H', 1.61, 1.58)]
22
4
22
10.1021_acscatal.2c00181
FC(C1C=CC(P(C2C=CC(C(F)(F)F)=CC=2)CCCP(C2C=CC(C(F)(F)F)=CC=2)C2C=CC(C(F)(F)F)=CC=2)=CC=1)(F)F
3
3
[0.12468613 0.55664066 0.42528602 0.66914067]
[0.12095797 0.68007814 0.87984499 0.79414067]
19F NMR
376 MHz
CDCl3
-62.9
null
[(-62.9, None, None)]
12
1
1
10.1021_acscatal.2c00181
FC(C1C=CC(P(C2C=CC(C(F)(F)F)=CC=2)CCCP(C2C=CC(C(F)(F)F)=CC=2)C2C=CC(C(F)(F)F)=CC=2)=CC=1)(F)F
3
3
[0.12468613 0.55664066 0.42528602 0.66914067]
[0.12095797 0.68007814 0.87984499 0.79414067]
31P NMR
162 MHz
CDCl3
-17.1
null
[(-17.1, None, None)]
2
1
1
10.1021_acscatal.2c00181
Fc1cc(F)cc(P(CCCP(c2cc(F)cc(F)c2)c2cc(F)cc(F)c2)c2cc(F)cc(F)c2)c1
4
4
[0.12399573 0.08906251 0.39021374 0.20136719]
[0.11930102 0.21406251 0.88039733 0.37656252]
1H NMR
400 MHz
CDCl3
6.89-6.84 (m, 8H), 6.79 (tt, J = 8.8, 2.3 Hz, 4H), 2.17 (t, J = 8.0 Hz, 4H), 1.61-1.48 (m, 2H)
null
[('m', [], '8H', 6.89, 6.84), ('tt', ['8.8Hz', '2.3Hz'], '4H', 6.79, 6.79), ('t', ['8.0Hz'], '4H', 2.17, 2.17), ('m', [], '2H', 1.61, 1.48)]
18
4
18
10.1021_acscatal.2c00181
Fc1cc(F)cc(P(CCCP(c2cc(F)cc(F)c2)c2cc(F)cc(F)c2)c2cc(F)cc(F)c2)c1
4
4
[0.12399573 0.08906251 0.39021374 0.20136719]
[0.11930102 0.21406251 0.88039733 0.37656252]
19F NMR
376 MHz
CDCl3
-108.3
null
[(-108.3, None, None)]
8
1
1
10.1021_acscatal.2c00181
Fc1cc(F)cc(P(CCCP(c2cc(F)cc(F)c2)c2cc(F)cc(F)c2)c2cc(F)cc(F)c2)c1
4
4
[0.12399573 0.08906251 0.39021374 0.20136719]
[0.11930102 0.21406251 0.88039733 0.37656252]
31P NMR
162 MHz
CDCl3
-13.7
null
[(-13.7, None, None)]
2
1
1
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccccc1
5
5
[0.1242719 0.48203127 0.29549095 0.55781254]
[0.11985333 0.57187502 0.88039733 0.73281251]
1H NMR
400 MHz
CDCl3
7.40-7.30 (m, 3H), 7.08-7.06 (m, 2H), 2.71 (t, J = 7.2 Hz, 2H), 2.06 (t, J = 7.2 Hz, 2H), 1.52-1.45 (m, 2H), 1.35-1.28 (m, 4H), 1.26-1.17 (m, 2H), 0.86 (t, J = 7.0 Hz, 3H), 0.80 (t, J = 7.3 Hz, 3H)
null
[('m', [], '3H', 7.4, 7.3), ('m', [], '2H', 7.08, 7.06), ('t', ['7.2Hz'], '2H', 2.71, 2.71), ('t', ['7.2Hz'], '2H', 2.06, 2.06), ('m', [], '2H', 1.52, 1.45), ('m', [], '4H', 1.35, 1.28), ('m', [], '2H', 1.26, 1.17), ('t', ['7.0Hz'], '3H', 0.86, 0.86), ('t', ['7.3Hz'], '3H', 0.8, 0.8)]
23
11
23
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccccc1
5
5
[0.1242719 0.48203127 0.29549095 0.55781254]
[0.11985333 0.57187502 0.88039733 0.73281251]
13C NMR
100 MHz
CDCl3
158.7, 138.5, 128.4, 128.0, 127.3, 119.0, 111.9, 38.3, 30.6, 30.4, 29.8, 22.2, 21.9, 13.7, 13.6
null
[(158.7, None, None), (138.5, None, None), (128.4, None, None), (128.0, None, None), (127.3, None, None), (119.0, None, None), (111.9, None, None), (38.3, None, None), (30.6, None, None), (30.4, None, None), (29.8, None, None), (22.2, None, None), (21.9, None, None), (13.7, None, None), (13.6, None, None)]
17
15
15
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc(C(F)(F)F)cc1
6
6
[0.1242719 0.52265629 0.29604326 0.61953126]
[0.11930102 0.63203129 0.87929265 0.81953129]
1H NMR
400 MHz
CDCl3
7.66 (d, J = 8.0 Hz, 2H), 7.20 (d, J = 7.9 Hz, 2H), 2.72 (t, J = 7.3 Hz, 2H), 2.03 (t, J = 7.3 Hz, 2H), 1.53-1.43 (m, 2H), 1.37-1.17 (m, 6H), 0.87 (t, J = 7.0 Hz, 3H), 0.82 (t, J = 7.3 Hz, 3H)
null
[('d', ['8.0Hz'], '2H', 7.66, 7.66), ('d', ['7.9Hz'], '2H', 7.2, 7.2), ('t', ['7.3Hz'], '2H', 2.72, 2.72), ('t', ['7.3Hz'], '2H', 2.03, 2.03), ('m', [], '2H', 1.53, 1.43), ('m', [], '6H', 1.37, 1.17), ('t', ['7.0Hz'], '3H', 0.87, 0.87), ('t', ['7.3Hz'], '3H', 0.82, 0.82)]
22
10
22
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc(C(F)(F)F)cc1
6
6
[0.1242719 0.52265629 0.29604326 0.61953126]
[0.11930102 0.63203129 0.87929265 0.81953129]
13C NMR
100 MHz
CDCl3
157.0, 142.3, 130.4 (q, JC-F = 33.0 Hz), 127.9, 125.5 (q, JC-F = 3.0 Hz), 123.9 (q, JC-F = 271.0 Hz), 118.4, 113.2, 38.2, 30.6, 30.5, 29.8, 22.2, 21.9, 13.7, 13.6
null
[(157.0, None, None), (142.3, None, None), (130.4, 'q', 33.0), (127.9, None, None), (125.5, 'q', 3.0), (123.9, 'q', 271.0), (118.4, None, None), (113.2, None, None), (38.2, None, None), (30.6, None, None), (30.5, None, None), (29.8, None, None), (22.2, None, None), (21.9, None, None), (13.7, None, None), (13.6, None, N...
18
16
16
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc(C(F)(F)F)cc1
6
6
[0.1242719 0.52265629 0.29604326 0.61953126]
[0.11930102 0.63203129 0.87929265 0.81953129]
19F NMR
376 MHz
CDCl3
-62.7
null
[(-62.7, None, None)]
3
1
1
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc(F)cc1
7
7
[0.12399573 0.26171877 0.29576709 0.35664063]
[0.11819637 0.3699219 0.88039733 0.55664066]
1H NMR
400 MHz
CDCl3
7.10-7.03 (m, 4H), 2.69 (t, J = 7.2 Hz, 2H), 2.05 (t, J = 7.2 Hz, 2H), 1.52-1.43 (m, 2H), 1.35-1.17 (m, 6H), 0.86 (t, J = 6.9 Hz, 3H), 0.81 (t, J = 7.3 Hz, 3H)
null
[('m', [], '4H', 7.1, 7.03), ('t', ['7.2Hz'], '2H', 2.69, 2.69), ('t', ['7.2Hz'], '2H', 2.05, 2.05), ('m', [], '2H', 1.52, 1.43), ('m', [], '6H', 1.35, 1.17), ('t', ['6.9Hz'], '3H', 0.86, 0.86), ('t', ['7.3Hz'], '3H', 0.81, 0.81)]
22
10
22
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc(F)cc1
7
7
[0.12399573 0.26171877 0.29576709 0.35664063]
[0.11819637 0.3699219 0.88039733 0.55664066]
13C NMR
100 MHz
CDCl3
162.4 (d, JC-F = 246.0 Hz), 157.6, 134.3 (d, JC-F = 3.0 Hz), 129.2 (d, JC-F = 8.0 Hz), 118.8, 115.6 (d, JC-F = 21.0 Hz), 112.4, 38.4, 30.5, 30.5, 29.9, 22.2, 21.9, 13.7, 13.6
null
[(162.4, 'd', 246.0), (157.6, None, None), (134.3, 'd', 3.0), (129.2, 'd', 8.0), (118.8, None, None), (115.6, 'd', 21.0), (112.4, None, None), (38.4, None, None), (30.5, None, None), (30.5, None, None), (29.9, None, None), (22.2, None, None), (21.9, None, None), (13.7, None, None), (13.6, None, None)]
17
15
15
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc(F)cc1
7
7
[0.12399573 0.26171877 0.29576709 0.35664063]
[0.11819637 0.3699219 0.88039733 0.55664066]
19F NMR
376 MHz
CDCl3
-113.4
null
[(-113.4, None, None)]
1
1
1
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc(Cl)cc1
7
7
[0.12399573 0.73984381 0.29549095 0.83515629]
[0.11819637 0.84843753 0.88150191 0.88750003]
1H NMR
400 MHz
CDCl3
7.36 (d, J = 8.5 Hz, 2H), 7.02 (d, J = 8.5 Hz, 2H), 2.69 (t, J = 7.2 Hz, 2H), 2.06 (t, J = 7.2 Hz, 2H), 1.52-1.44 (m, 2H), 1.34-1.17 (m, 6H), 0.86 (t, J = 6.9 Hz, 3H), 0.82 (t, J = 7.3 Hz, 3H)
null
[('d', ['8.5Hz'], '2H', 7.36, 7.36), ('d', ['8.5Hz'], '2H', 7.02, 7.02), ('t', ['7.2Hz'], '2H', 2.69, 2.69), ('t', ['7.2Hz'], '2H', 2.06, 2.06), ('m', [], '2H', 1.52, 1.44), ('m', [], '6H', 1.34, 1.17), ('t', ['6.9Hz'], '3H', 0.86, 0.86), ('t', ['7.3Hz'], '3H', 0.82, 0.82)]
22
10
22
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc(Cl)cc1
7
7
[0.12399573 0.73984381 0.29549095 0.83515629]
[0.11819637 0.84843753 0.88150191 0.88750003]
13C NMR
100 MHz
CDCl3
157.4, 136.8, 134.1, 128.8, 128.8, 118.7, 112.5, 38.2, 30.5, 30.5, 29.8, 22.2, 21.9, 13.7, 13.7
null
[(157.4, None, None), (136.8, None, None), (134.1, None, None), (128.8, None, None), (128.8, None, None), (118.7, None, None), (112.5, None, None), (38.2, None, None), (30.5, None, None), (30.5, None, None), (29.8, None, None), (22.2, None, None), (21.9, None, None), (13.7, None, None), (13.7, None, None)]
17
15
15
10.1021_acscatal.2c00181
CCCCC(C#N)=C(CCCC)c1ccc(C(C)=O)cc1
8
8
[0.1228911 0.37617188 0.29604326 0.48632816]
[0.1187487 0.50078128 0.87929265 0.66171881]
1H NMR
400 MHz
CDCl3
7.97 (d, J = 8.5 Hz, 2H), 7.18 (d, J = 8.5 Hz, 2H), 2.72 (t, J = 7.2 Hz, 2H), 2.61 (s, 3H), 2.03 (t, J = 7.2 Hz, 2H), 1.51-1.44 (m, 2H), 1.36-1.15 (m, 6H), 0.85 (t, J = 7.0 Hz, 3H), 0.80 (t, J = 7.3 Hz, 3H)
null
[('d', ['8.5Hz'], '2H', 7.97, 7.97), ('d', ['8.5Hz'], '2H', 7.18, 7.18), ('t', ['7.2Hz'], '2H', 2.72, 2.72), ('s', [], '3H', 2.61, 2.61), ('t', ['7.2Hz'], '2H', 2.03, 2.03), ('m', [], '2H', 1.51, 1.44), ('m', [], '6H', 1.36, 1.15), ('t', ['7.0Hz'], '3H', 0.85, 0.85), ('t', ['7.3Hz'], '3H', 0.8, 0.8)]
25
11
25
10.1021_acscatal.2c00181
CCCCC(C#N)=C(CCCC)c1ccc(C(C)=O)cc1
8
8
[0.1228911 0.37617188 0.29604326 0.48632816]
[0.1187487 0.50078128 0.87929265 0.66171881]
13C NMR
100 MHz
CDCl3
197.2, 157.4, 143.4, 136.8, 128.5, 127.7, 118.4, 112.8, 38.1, 30.6, 30.5, 29
null
[(197.2, None, None), (157.4, None, None), (143.4, None, None), (136.8, None, None), (128.5, None, None), (127.7, None, None), (118.4, None, None), (112.8, None, None), (38.1, None, None), (30.6, None, None), (30.5, None, None), (29.0, None, None)]
19
17
12
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc(-c2ccccc2)cc1
9
9
[0.12316725 0.0888672 0.30819428 0.20976564]
[0.11985333 0.22304689 0.87984499 0.4089844 ]
1H NMR
400 MHz
CDCl3
7.63-7.60 (m, 4H), 7.48-7.44 (m, 2H), 7.39-7.35 (m, 1H), 7.17-7.14 (m, 2H), 2.76 (t, J = 7.1 Hz, 2H), 2.14 (t, J = 7.1 Hz, 2H), 1.54-1.49 (m, 2H), 1.38-1.32 (m, 4H), 1.30-1.21 (m, 2H), 0.89 (t, J = 7.2 Hz, 3H), 0.83 (t, J = 7.3 Hz, 3H)
null
[('m', [], '4H', 7.63, 7.6), ('m', [], '2H', 7.48, 7.44), ('m', [], '1H', 7.39, 7.35), ('m', [], '2H', 7.17, 7.14), ('t', ['7.1Hz'], '2H', 2.76, 2.76), ('t', ['7.1Hz'], '2H', 2.14, 2.14), ('m', [], '2H', 1.54, 1.49), ('m', [], '4H', 1.38, 1.32), ('m', [], '2H', 1.3, 1.21), ('t', ['7.2Hz'], '3H', 0.89, 0.89), ('t', ['7....
27
13
27
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc(-c2ccccc2)cc1
9
9
[0.12316725 0.0888672 0.30819428 0.20976564]
[0.11985333 0.22304689 0.87984499 0.4089844 ]
13C NMR
100 MHz
CDCl3
158.4, 140.9, 140.3, 137.4, 128.9, 127.9, 127.6, 127.1, 127.0, 119.0, 112.0, 38.3, 30.7, 30.6, 30.0, 22.3, 21.9, 13.8, 13.7
null
[(158.4, None, None), (140.9, None, None), (140.3, None, None), (137.4, None, None), (128.9, None, None), (127.9, None, None), (127.6, None, None), (127.1, None, None), (127.0, None, None), (119.0, None, None), (112.0, None, None), (38.3, None, None), (30.7, None, None), (30.6, None, None), (30.0, None, None), (22.3, N...
23
19
19
10.1021_acscatal.2c00181
CCCCC(C#N)=C(CCCC)c1ccc(C(C)(C)C)cc1
9
9
[0.1228911 0.59296879 0.29604326 0.69921882]
[0.11930102 0.71171878 0.88094957 0.87421879]
1H NMR
400 MHz
CDCl3
7.37 (d, J = 8.4 Hz, 2H), 7.00 (d, J = 8.5 Hz, 2H), 2.70 (t, J = 7.2 Hz, 2H), 2.09 (t, J = 7.6 Hz, 2H), 1.53-1.45 (m, 2H), 1.33-1.29 (m, 13H), 1.26-1.17 (m, 2H), 0.87 (t, J = 6.9 Hz, 3H), 0.82 (t, J = 7.3 Hz, 3H)
null
[('d', ['8.4Hz'], '2H', 7.37, 7.37), ('d', ['8.5Hz'], '2H', 7.0, 7.0), ('t', ['7.2Hz'], '2H', 2.7, 2.7), ('t', ['7.6Hz'], '2H', 2.09, 2.09), ('m', [], '2H', 1.53, 1.45), ('m', [], '13H', 1.33, 1.29), ('m', [], '2H', 1.26, 1.17), ('t', ['6.9Hz'], '3H', 0.87, 0.87), ('t', ['7.3Hz'], '3H', 0.82, 0.82)]
31
11
31
10.1021_acscatal.2c00181
CCCCC(C#N)=C(CCCC)c1ccc(C(C)(C)C)cc1
9
9
[0.1228911 0.59296879 0.29604326 0.69921882]
[0.11930102 0.71171878 0.88094957 0.87421879]
13C NMR
100 MHz
CDCl3
158.8, 151.1, 135.5, 127.1, 125.3, 119.2, 111.6, 38.4, 34.6, 31.3, 30.7, 30.5, 30.0, 22.3, 21.9, 13.8, 13.7
null
[(158.8, None, None), (151.1, None, None), (135.5, None, None), (127.1, None, None), (125.3, None, None), (119.2, None, None), (111.6, None, None), (38.4, None, None), (34.6, None, None), (31.3, None, None), (30.7, None, None), (30.5, None, None), (30.0, None, None), (22.3, None, None), (21.9, None, None), (13.8, None,...
21
17
17
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc(C)cc1
10
10
[0.1242719 0.26171877 0.29604326 0.35664063]
[0.11930102 0.36953126 0.87929265 0.53125004]
1H NMR
400 MHz
CDCl3
7.18 (d, J = 7.8 Hz, 2H), 6.96 (d, J = 8.0 Hz, 2H), 2.70 (t, J = 7.0 Hz, 2H), 2.37 (s, 3H), 2.08 (t, J = 7.6 Hz, 2H), 1.52-1.43 (m, 2H), 1.31-1.17 (m, 6H), 0.86 (t, J = 6.9 Hz, 3H), 0.81 (t, J = 7.3 Hz, 3H)
null
[('d', ['7.8Hz'], '2H', 7.18, 7.18), ('d', ['8.0Hz'], '2H', 6.96, 6.96), ('t', ['7.0Hz'], '2H', 2.7, 2.7), ('s', [], '3H', 2.37, 2.37), ('t', ['7.6Hz'], '2H', 2.08, 2.08), ('m', [], '2H', 1.52, 1.43), ('m', [], '6H', 1.31, 1.17), ('t', ['6.9Hz'], '3H', 0.86, 0.86), ('t', ['7.3Hz'], '3H', 0.81, 0.81)]
25
11
25
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc(C)cc1
10
10
[0.1242719 0.26171877 0.29604326 0.35664063]
[0.11930102 0.36953126 0.87929265 0.53125004]
13C NMR
100 MHz
CDCl3
158.8, 137.9, 135.6, 129.1, 127.3, 119.2, 111.6, 38.4, 30.6, 30.5, 30.0, 22.3, 21.9, 21.2, 13.8, 13.7
null
[(158.8, None, None), (137.9, None, None), (135.6, None, None), (129.1, None, None), (127.3, None, None), (119.2, None, None), (111.6, None, None), (38.4, None, None), (30.6, None, None), (30.5, None, None), (30.0, None, None), (22.3, None, None), (21.9, None, None), (21.2, None, None), (13.8, None, None), (13.7, None,...
18
16
16
10.1021_acscatal.2c00181
[C-]#[N+]C(CCCC)=C(CCCC)c1ccc(SC)cc1
10
10
[0.1228911 0.71406254 0.299081 0.81015631]
[0.11985333 0.82265626 0.87929265 0.88671882]
1H NMR
400 MHz
CDCl3
7.24 (d, J = 8.4 Hz, 2H), 7.00 (d, J = 8.5 Hz, 2H), 2.69 (t, J = 7.2 Hz, 2H), 2.50 (s, 3H), 2.08 (t, J = 7.6 Hz, 2H), 1.52-1.45 (m, 2H), 1.34-1.17 (m, 6H), 0.87-0.80 (m, 6H)
null
[('d', ['8.4Hz'], '2H', 7.24, 7.24), ('d', ['8.5Hz'], '2H', 7.0, 7.0), ('t', ['7.2Hz'], '2H', 2.69, 2.69), ('s', [], '3H', 2.5, 2.5), ('t', ['7.6Hz'], '2H', 2.08, 2.08), ('m', [], '2H', 1.52, 1.45), ('m', [], '6H', 1.34, 1.17), ('m', [], '6H', 0.87, 0.8)]
25
11
25
10.1021_acscatal.2c00181
[C-]#[N+]C(CCCC)=C(CCCC)c1ccc(SC)cc1
10
10
[0.1228911 0.71406254 0.299081 0.81015631]
[0.11985333 0.82265626 0.87929265 0.88671882]
13C NMR
100 MHz
CDCl3
158.1, 138.9, 135.0, 127.9, 126.2, 119.0, 111.9, 38.2, 30.6, 30.5, 29.9, 22.2, 21.9, 15.4, 13.7, 13.6
null
[(158.1, None, None), (138.9, None, None), (135.0, None, None), (127.9, None, None), (126.2, None, None), (119.0, None, None), (111.9, None, None), (38.2, None, None), (30.6, None, None), (30.5, None, None), (29.9, None, None), (22.2, None, None), (21.9, None, None), (15.4, None, None), (13.7, None, None), (13.6, None,...
18
16
16
10.1021_acscatal.2c00181
CCCCC(C#N)=C(CCCC)c1ccc(OC)cc1
11
11
[0.12261493 0.3511719 0.299081 0.44687502]
[0.1187487 0.45937501 0.87929265 0.62109375]
1H NMR
400 MHz
CDCl3
7.01 (d, J = 8.8 Hz, 2H), 6.90 (d, J = 8.8 Hz, 2H), 3.83 (s, 3H), 2.70 (t, J = 7.2 Hz, 2H), 2.10 (t, J = 7.6 Hz, 2H), 1.53-1.45 (m, 2H), 1.33-1.18 (m, 6H), 0.87-0.80 (m, 6H)
null
[('d', ['8.8Hz'], '2H', 7.01, 7.01), ('d', ['8.8Hz'], '2H', 6.9, 6.9), ('s', [], '3H', 3.83, 3.83), ('t', ['7.2Hz'], '2H', 2.7, 2.7), ('t', ['7.6Hz'], '2H', 2.1, 2.1), ('m', [], '2H', 1.53, 1.45), ('m', [], '6H', 1.33, 1.18), ('m', [], '6H', 0.87, 0.8)]
25
11
25
10.1021_acscatal.2c00181
CCCCC(C#N)=C(CCCC)c1ccc(OC)cc1
11
11
[0.12261493 0.3511719 0.299081 0.44687502]
[0.1187487 0.45937501 0.87929265 0.62109375]
13C NMR
100 MHz
CDCl3
159.4, 158.5, 130.6, 128.8, 119.2, 113.9, 111.4, 55.2, 38.4, 30.7, 30.5, 30.0, 22.2, 21.9, 13.8, 13.7
null
[(159.4, None, None), (158.5, None, None), (130.6, None, None), (128.8, None, None), (119.2, None, None), (113.9, None, None), (111.4, None, None), (55.2, None, None), (38.4, None, None), (30.7, None, None), (30.5, None, None), (30.0, None, None), (22.2, None, None), (21.9, None, None), (13.8, None, None), (13.7, None,...
18
16
16
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1cccc(C(F)(F)F)c1
11
12
[0.12371957 0.79570315 0.29549095 0.89218756]
[0.11985333 0.08945313 0.88260659 0.30078127]
1H NMR
400 MHz
CDCl3
7.62 (d, J = 7.8 Hz, 1H), 7.53 (t, J = 7.7 Hz, 1H), 7.33 (s, 1H), 7.27 (d, J = 8.4 Hz, 1H), 2.73 (t, J = 7.3 Hz, 2H), 2.03 (t, J = 7.6 Hz, 2H), 1.53-1.46 (m, 2H), 1.37-1.19 (m, 6H), 0.87 (t, J = 7.0 Hz, 3H), 0.81 (t, J = 7.3 Hz, 3H)
null
[('d', ['7.8Hz'], '1H', 7.62, 7.62), ('t', ['7.7Hz'], '1H', 7.53, 7.53), ('s', [], '1H', 7.33, 7.33), ('d', ['8.4Hz'], '1H', 7.27, 7.27), ('t', ['7.3Hz'], '2H', 2.73, 2.73), ('t', ['7.6Hz'], '2H', 2.03, 2.03), ('m', [], '2H', 1.53, 1.46), ('m', [], '6H', 1.37, 1.19), ('t', ['7.0Hz'], '3H', 0.87, 0.87), ('t', ['7.3Hz'],...
22
12
22
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1cccc(C(F)(F)F)c1
11
12
[0.12371957 0.79570315 0.29549095 0.89218756]
[0.11985333 0.08945313 0.88260659 0.30078127]
13C NMR
100 MHz
CDCl3
156.9, 139.4, 131.2 (q, JC-F = 33.0 Hz), 130.8, 129.1, 125.0 (q, JC-F = 3.0 Hz), 124.2 (q, JC-F = 4.0 Hz), 123.8 (q, JC-F = 270.0 Hz), 118.4, 113.3, 38.2, 30.5, 30.5, 29.8, 22.2, 21.9, 13.7, 13.5
null
[(156.9, None, None), (139.4, None, None), (131.2, 'q', 33.0), (130.8, None, None), (129.1, None, None), (125.0, 'q', 3.0), (124.2, 'q', 4.0), (123.8, 'q', 270.0), (118.4, None, None), (113.3, None, None), (38.2, None, None), (30.5, None, None), (30.5, None, None), (29.8, None, None), (22.2, None, None), (21.9, None, N...
18
18
18
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1cccc(C(F)(F)F)c1
11
12
[0.12371957 0.79570315 0.29549095 0.89218756]
[0.11985333 0.08945313 0.88260659 0.30078127]
19F NMR
376 MHz
CDCl3
-62.7
null
[(-62.7, None, None)]
3
1
1
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1cc(F)cc(F)c1
12
12
[0.12233877 0.48359379 0.29935717 0.57890628]
[0.11930102 0.59296879 0.87929265 0.80468757]
1H NMR
400 MHz
CDCl3
6.80 (tt, J = 8.9, 2.3 Hz, 1H), 6.65-6.59 (m, 2H), 2.67 (t, J = 7.2 Hz, 2H), 2.06 (t, J = 7.2 Hz, 2H), 1.53-1.45 (m, 2H), 1.36-1.19 (m, 6H), 0.88 (t, J = 6.9 Hz, 3H), 0.83 (t, J = 7.3 Hz, 3H)
null
[('tt', ['8.9Hz', '2.3Hz'], '1H', 6.8, 6.8), ('m', [], '2H', 6.65, 6.59), ('t', ['7.2Hz'], '2H', 2.67, 2.67), ('t', ['7.2Hz'], '2H', 2.06, 2.06), ('m', [], '2H', 1.53, 1.45), ('m', [], '6H', 1.36, 1.19), ('t', ['6.9Hz'], '3H', 0.88, 0.88), ('t', ['7.3Hz'], '3H', 0.83, 0.83)]
21
10
21
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1cc(F)cc(F)c1
12
12
[0.12233877 0.48359379 0.29935717 0.57890628]
[0.11930102 0.59296879 0.87929265 0.80468757]
19F NMR
376 MHz
CDCl3
-108.5
null
[(-108.5, None, None)]
2
1
1
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1cccc(C)c1
13
13
[0.12371957 0.25273439 0.29604326 0.34804689]
[0.11930102 0.36132816 0.88150191 0.52382814]
1H NMR
400 MHz
CDCl3
7.26 (t, J = 7.5 Hz, 1H), 7.14 (d, J = 7.6 Hz, 1H), 6.86 (d, J = 8.2 Hz, 2H), 2.70 (t, J = 7.1 Hz, 2H), 2.37 (s, 3H), 2.06 (t, J = 7.6 Hz, 2H), 1.52-1.43 (m, 2H), 1.34-1.18 (m, 6H), 0.87 (t, J = 6.9 Hz, 3H), 0.81 (t, J = 7.3 Hz, 3H)
null
[('t', ['7.5Hz'], '1H', 7.26, 7.26), ('d', ['7.6Hz'], '1H', 7.14, 7.14), ('d', ['8.2Hz'], '2H', 6.86, 6.86), ('t', ['7.1Hz'], '2H', 2.7, 2.7), ('s', [], '3H', 2.37, 2.37), ('t', ['7.6Hz'], '2H', 2.06, 2.06), ('m', [], '2H', 1.52, 1.43), ('m', [], '6H', 1.34, 1.18), ('t', ['6.9Hz'], '3H', 0.87, 0.87), ('t', ['7.3Hz'], '...
25
13
25
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1cccc(C)c1
13
13
[0.12371957 0.25273439 0.29604326 0.34804689]
[0.11930102 0.36132816 0.88150191 0.52382814]
13C NMR
100 MHz
CDCl3
159.0, 138.5, 138.1, 128.7, 128.3, 127.9, 124.5, 119.1, 111.7, 38.4, 30.6, 30.4, 29.9, 22.3, 21.9, 21.4, 13.8, 13.6
null
[(159.0, None, None), (138.5, None, None), (138.1, None, None), (128.7, None, None), (128.3, None, None), (127.9, None, None), (124.5, None, None), (119.1, None, None), (111.7, None, None), (38.4, None, None), (30.6, None, None), (30.4, None, None), (29.9, None, None), (22.3, None, None), (21.9, None, None), (21.4, Non...
18
18
18
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc2c(c1)OCO2
13
13
[0.12371957 0.69687506 0.30156646 0.79062506]
[0.11930102 0.80312501 0.87929265 0.89062507]
1H NMR
400 MHz
CDCl3
6.81 (d, J = 7.9 Hz, 1H), 6.56-6.52 (m, 2H), 5.99 (s, 2H), 2.67 (t, J = 7.1 Hz, 2H), 2.10 (t, J = 7.6 Hz, 2H), 1.52-1.44 (m, 2H), 1.32-1.20 (m, 6H), 0.89-0.81 (m, 6H)
null
[('d', ['7.9Hz'], '1H', 6.81, 6.81), ('m', [], '2H', 6.56, 6.52), ('s', [], '2H', 5.99, 5.99), ('t', ['7.1Hz'], '2H', 2.67, 2.67), ('t', ['7.6Hz'], '2H', 2.1, 2.1), ('m', [], '2H', 1.52, 1.44), ('m', [], '6H', 1.32, 1.2), ('m', [], '6H', 0.89, 0.81)]
23
12
23
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc2c(c1)OCO2
13
13
[0.12371957 0.69687506 0.30156646 0.79062506]
[0.11930102 0.80312501 0.87929265 0.89062507]
13C NMR
100 MHz
CDCl3
158.2, 147.8, 147.4, 132.1, 121.1, 119.0, 111.9, 108.3, 107.9, 101.3, 38.4, 30.6, 30.5, 30.0, 22.2, 21.9, 13.7, 13.7
null
[(158.2, None, None), (147.8, None, None), (147.4, None, None), (132.1, None, None), (121.1, None, None), (119.0, None, None), (111.9, None, None), (108.3, None, None), (107.9, None, None), (101.3, None, None), (38.4, None, None), (30.6, None, None), (30.5, None, None), (30.0, None, None), (22.2, None, None), (21.9, No...
18
18
18
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccccc1C
14
14
[0.12261493 0.3355469 0.29493861 0.41328126]
[0.11985333 0.42656253 0.88205425 0.61171876]
1H NMR
400 MHz
CDCl3
7.25-7.17 (m, 3H), 7.01 (d, J = 7.3 Hz, 1H), 2.55-2.47 (m, 1H), 2.45-2.31 (m, 3H), 2.26 (s, 3H), 1.67-1.60 (m, 2H), 1.48-1.39 (m, 2H), 1.35-1.24 (m, 4H), 0.98 (t, J = 7.3 Hz, 3H), 0.87 (t, J = 7.0 Hz, 3H)
null
[('m', [], '3H', 7.25, 7.17), ('d', ['7.3Hz'], '1H', 7.01, 7.01), ('m', [], '1H', 2.55, 2.47), ('m', [], '3H', 2.45, 2.31), ('s', [], '3H', 2.26, 2.26), ('m', [], '2H', 1.67, 1.6), ('m', [], '2H', 1.48, 1.39), ('m', [], '4H', 1.35, 1.24), ('t', ['7.3Hz'], '3H', 0.98, 0.98), ('t', ['7.0Hz'], '3H', 0.87, 0.87)]
25
13
25
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccccc1C
14
14
[0.12261493 0.3355469 0.29493861 0.41328126]
[0.11985333 0.42656253 0.88205425 0.61171876]
13C NMR
100 MHz
CDCl3
158.8, 140.1, 134.6, 130.5, 128.1, 127.9, 125.8, 118.9, 113.3, 33.8, 30.6, 29.6, 29.4, 22.8, 22.2, 19.3, 13.8, 13.7
null
[(158.8, None, None), (140.1, None, None), (134.6, None, None), (130.5, None, None), (128.1, None, None), (127.9, None, None), (125.8, None, None), (118.9, None, None), (113.3, None, None), (33.8, None, None), (30.6, None, None), (29.6, None, None), (29.4, None, None), (22.8, None, None), (22.2, None, None), (19.3, Non...
18
18
18
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc2ccccc2c1
14
15
[0.12316725 0.79609379 0.30819428 0.88828131]
[0.1187487 0.08945313 0.87929265 0.27460938]
1H NMR
400 MHz
CDCl3
7.88-7.83 (m, 3H), 7.55-7.52 (m, 3H), 7.20 (dd, J = 8.4, 1.7 Hz, 1H), 2.82 (t, J = 7.1 Hz, 2H), 2.13 (t, J = 7.6 Hz, 2H), 1.56-1.48 (m, 2H), 1.37-1.31 (m, 4H), 1.26-1.17 (m, 2H), 0.86 (t, J = 6.9 Hz, 3H), 0.80 (t, J = 7.3 Hz, 3H)
null
[('m', [], '3H', 7.88, 7.83), ('m', [], '3H', 7.55, 7.52), ('dd', ['8.4Hz', '1.7Hz'], '1H', 7.2, 7.2), ('t', ['7.1Hz'], '2H', 2.82, 2.82), ('t', ['7.6Hz'], '2H', 2.13, 2.13), ('m', [], '2H', 1.56, 1.48), ('m', [], '4H', 1.37, 1.31), ('m', [], '2H', 1.26, 1.17), ('t', ['6.9Hz'], '3H', 0.86, 0.86), ('t', ['7.3Hz'], '3H',...
25
15
25
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccc2ccccc2c1
14
15
[0.12316725 0.79609379 0.30819428 0.88828131]
[0.1187487 0.08945313 0.87929265 0.27460938]
13C NMR
100 MHz
CDCl3
158.7, 136.0, 133.0, 132.8, 128.3, 128.0, 127.8, 126.6, 126.5, 126.5, 125.3, 119.0, 112.2, 38.4, 30.6, 30.6, 30.0, 22.3, 21.9, 13.7, 13.7
null
[(158.7, None, None), (136.0, None, None), (133.0, None, None), (132.8, None, None), (128.3, None, None), (128.0, None, None), (127.8, None, None), (126.6, None, None), (126.5, None, None), (126.5, None, None), (125.3, None, None), (119.0, None, None), (112.2, None, None), (38.4, None, None), (30.6, None, None), (30.6,...
21
21
21
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(/CCCC)c1ccco1
15
15
[0.1242719 0.45937501 0.29549095 0.53281252]
[0.11985333 0.54726564 0.87929265 0.72773442]
1H NMR
400 MHz
CDCl3
7.51 (d, J = 1.3 Hz, 1H), 6.57 (d, J = 3.4 Hz, 1H), 6.49 (dd, J = 3.5, 1.8 Hz, 1H), 2.73 (t, J = 10.0 Hz, 2H), 2.57 (t, J = 10.0 Hz, 2H), 1.66-1.58 (m, 2H), 1.55-1.47 (m, 2H), 1.44-1.35 (m, 4H), 0.96-0.90 (m, 6H)
null
[('d', ['1.3Hz'], '1H', 7.51, 7.51), ('d', ['3.4Hz'], '1H', 6.57, 6.57), ('dd', ['3.5Hz', '1.8Hz'], '1H', 6.49, 6.49), ('t', ['10.0Hz'], '2H', 2.73, 2.73), ('t', ['10.0Hz'], '2H', 2.57, 2.57), ('m', [], '2H', 1.66, 1.58), ('m', [], '2H', 1.55, 1.47), ('m', [], '4H', 1.44, 1.35), ('m', [], '6H', 0.96, 0.9)]
21
11
21
10.1021_acscatal.2c00181
C(/C(CCCOCc1ccccc1)=C(\CCCOCc1ccccc1)c1cc(F)cc(F)c1)#N
16
16
[0.12482421 0.08828126 0.46670996 0.21406251]
[0.12040566 0.22734376 0.87929265 0.46406251]
1H NMR
400 MHz
CDCl3
7.36-7.26 (m, 8H), 7.25-7.23 (m, 2H), 6.77 (tt, J = 8.9, 2.3 Hz, 1H), 6.64-6.59 (m, 2H), 4.46 (s, 2H), 4.40 (s, 2H), 3.46 (t, J = 6.3 Hz, 2H), 3.40 (t, J = 6.0 Hz, 2H), 2.78 (t, J = 8.0 Hz, 2H), 2.18 (t, J = 8.0 Hz, 2H), 1.83-1.76 (m, 2H), 1.66-1.59 (m, 2H)
null
[('m', [], '8H', 7.36, 7.26), ('m', [], '2H', 7.25, 7.23), ('tt', ['8.9Hz', '2.3Hz'], '1H', 6.77, 6.77), ('m', [], '2H', 6.64, 6.59), ('s', [], '2H', 4.46, 4.46), ('s', [], '2H', 4.4, 4.4), ('t', ['6.3Hz'], '2H', 3.46, 3.46), ('t', ['6.0Hz'], '2H', 3.4, 3.4), ('t', ['8.0Hz'], '2H', 2.78, 2.78), ('t', ['8.0Hz'], '2H', 2...
29
16
29
10.1021_acscatal.2c00181
C(/C(CCCOCc1ccccc1)=C(\CCCOCc1ccccc1)c1cc(F)cc(F)c1)#N
16
16
[0.12482421 0.08828126 0.46670996 0.21406251]
[0.12040566 0.22734376 0.87929265 0.46406251]
19F NMR
376 MHz
CDCl3
-108.3
null
[(-108.3, None, None)]
2
1
1
10.1021_acscatal.2c00181
C(/C(CCCO)=C(\CCCO)c1cc(F)cc(F)c1)#N
16
16
[0.12316725 0.64687501 0.33028706 0.74687503]
[0.12040566 0.76015626 0.87929265 0.89765629]
1H NMR
400 MHz
CDCl3
6.80 (tt, J = 8.9, 2.3 Hz, 1H), 6.70-6.64 (m, 2H), 3.63 (t, J = 6.2 Hz, 2H), 3.58 (t, J = 6.2 Hz, 2H), 2.77 (t, J = 8.0 Hz, 2H), 2.19 (t, J = 8.0 Hz, 2H), 1.95 (brs, 2H), 1.79-1.73 (m, 2H), 1.62-1.55 (m, 2H)
null
[('tt', ['8.9Hz', '2.3Hz'], '1H', 6.8, 6.8), ('m', [], '2H', 6.7, 6.64), ('t', ['6.2Hz'], '2H', 3.63, 3.63), ('t', ['6.2Hz'], '2H', 3.58, 3.58), ('t', ['8.0Hz'], '2H', 2.77, 2.77), ('t', ['8.0Hz'], '2H', 2.19, 2.19), ('brs', [], '2H', 1.95, 1.95), ('m', [], '2H', 1.79, 1.73), ('m', [], '2H', 1.62, 1.55)]
17
10
17
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccccc1
18
18
[0.1228911 0.36015628 0.29493861 0.43671876]
[0.11985333 0.45039063 0.87984499 0.61132812]
1H NMR
400 MHz
CDCl3
7.42-7.32 (m, 3H), 7.32-7.27 (m, 2H), 2.52 (t, J = 7.4 Hz, 2H), 2.37 (t, J = 7.4 Hz, 2H), 1.67-1.59 (m, 2H), 1.47-1.38 (m, 2H), 1.32-1.23 (m, 4H), 0.98 (t, J = 7.3 Hz, 3H), 0.85 (t, J = 6.9 Hz, 3H)
null
[('m', [], '3H', 7.42, 7.32), ('m', [], '2H', 7.32, 7.27), ('t', ['7.4Hz'], '2H', 2.52, 2.52), ('t', ['7.4Hz'], '2H', 2.37, 2.37), ('m', [], '2H', 1.67, 1.59), ('m', [], '2H', 1.47, 1.38), ('m', [], '4H', 1.32, 1.23), ('t', ['7.3Hz'], '3H', 0.98, 0.98), ('t', ['6.9Hz'], '3H', 0.85, 0.85)]
23
11
23
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccccc1
18
18
[0.1228911 0.36015628 0.29493861 0.43671876]
[0.11985333 0.45039063 0.87984499 0.61132812]
13C NMR
100 MHz
CDCl3
158.7, 140.3, 128.5, 128.4, 127.7, 119.6, 111.7, 33.6, 30.6, 30.3, 29.9, 22.5, 22.2, 13.8, 13.7
null
[(158.7, None, None), (140.3, None, None), (128.5, None, None), (128.4, None, None), (127.7, None, None), (119.6, None, None), (111.7, None, None), (33.6, None, None), (30.6, None, None), (30.3, None, None), (29.9, None, None), (22.5, None, None), (22.2, None, None), (13.8, None, None), (13.7, None, None)]
17
15
15
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(C(F)(F)F)cc1
19
19
[0.12371957 0.43359379 0.29438629 0.52890627]
[0.11930102 0.54218754 0.87929265 0.72890626]
1H NMR
400 MHz
CDCl3
7.65 (d, J = 8.1 Hz, 2H), 7.41 (d, J = 8.0 Hz, 2H), 2.53 (t, J = 7.3 Hz, 2H), 2.39 (t, J = 7.3 Hz, 2H), 1.67-1.60 (m, 2H), 1.48-1.39 (m, 2H), 1.32-1.21 (m, 4H), 0.98 (t, J = 7.3 Hz, 3H), 0.86 (t, J = 6.8 Hz, 3H)
null
[('d', ['8.1Hz'], '2H', 7.65, 7.65), ('d', ['8.0Hz'], '2H', 7.41, 7.41), ('t', ['7.3Hz'], '2H', 2.53, 2.53), ('t', ['7.3Hz'], '2H', 2.39, 2.39), ('m', [], '2H', 1.67, 1.6), ('m', [], '2H', 1.48, 1.39), ('m', [], '4H', 1.32, 1.21), ('t', ['7.3Hz'], '3H', 0.98, 0.98), ('t', ['6.8Hz'], '3H', 0.86, 0.86)]
22
10
22
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(C(F)(F)F)cc1
19
19
[0.12371957 0.43359379 0.29438629 0.52890627]
[0.11930102 0.54218754 0.87929265 0.72890626]
13C NMR
100 MHz
CDCl3
157.1, 143.9, 130.7 (q, J = 32.0 Hz), 128.2, 125.6 (q, J = 4.0 Hz), 124.0 (q, J = 271.0 Hz), 118.9, 113.2, 33.5, 30.5, 30.3, 29.8, 22.5, 22.2, 13.8, 13.7
null
[(157.1, None, None), (143.9, None, None), (130.7, 'q', 32.0), (128.2, None, None), (125.6, 'q', 4.0), (124.0, 'q', 271.0), (118.9, None, None), (113.2, None, None), (33.5, None, None), (30.5, None, None), (30.3, None, None), (29.8, None, None), (22.5, None, None), (22.2, None, None), (13.8, None, None), (13.7, None, N...
18
16
16
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(C(F)(F)F)cc1
19
19
[0.12371957 0.43359379 0.29438629 0.52890627]
[0.11930102 0.54218754 0.87929265 0.72890626]
19F NMR
376 MHz
CDCl3
-62.7
null
[(-62.7, None, None)]
3
1
1
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(F)cc1
20
20
[0.12371957 0.08798828 0.29438629 0.18310549]
[0.1187487 0.19716798 0.87929265 0.38476566]
1H NMR
400 MHz
CDCl3
7.31-7.26 (m, 2H), 7.10-7.06 (m, 2H), 2.50 (t, J = 7.3 Hz, 2H), 2.36 (t, J = 7.3 Hz, 2H), 1.66-1.58 (m, 2H), 1.47-1.37 (m, 2H), 1.31-1.23 (m, 4H), 0.97 (t, J = 7.3 Hz, 3H), 0.85 (t, J = 6.9 Hz, 3H)
null
[('m', [], '2H', 7.31, 7.26), ('m', [], '2H', 7.1, 7.06), ('t', ['7.3Hz'], '2H', 2.5, 2.5), ('t', ['7.3Hz'], '2H', 2.36, 2.36), ('m', [], '2H', 1.66, 1.58), ('m', [], '2H', 1.47, 1.37), ('m', [], '4H', 1.31, 1.23), ('t', ['7.3Hz'], '3H', 0.97, 0.97), ('t', ['6.9Hz'], '3H', 0.85, 0.85)]
22
10
22
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(F)cc1
20
20
[0.12371957 0.08798828 0.29438629 0.18310549]
[0.1187487 0.19716798 0.87929265 0.38476566]
13C NMR
100 MHz
CDCl3
162.8 (d, JC-F = 246.0 Hz), 157.6, 136.1 (d, JC-F = 3.0 Hz), 129.6 (d, JC-F = 8.0 Hz), 119.4, 115.5 (d, JC-F = 21.0 Hz), 112.2, 33.6, 30.6, 30.3, 29.9, 22.5, 22.2, 13.8, 13.7
null
[(162.8, 'd', 246.0), (157.6, None, None), (136.1, 'd', 3.0), (129.6, 'd', 8.0), (119.4, None, None), (115.5, 'd', 21.0), (112.2, None, None), (33.6, None, None), (30.6, None, None), (30.3, None, None), (29.9, None, None), (22.5, None, None), (22.2, None, None), (13.8, None, None), (13.7, None, None)]
17
15
15
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(F)cc1
20
20
[0.12371957 0.08798828 0.29438629 0.18310549]
[0.1187487 0.19716798 0.87929265 0.38476566]
19F NMR
376 MHz
CDCl3
-112.8
null
[(-112.8, None, None)]
1
1
1
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(Cl)cc1
20
20
[0.12316725 0.56679689 0.29493861 0.66289065]
[0.11930102 0.67578132 0.87929265 0.83671878]
1H NMR
400 MHz
CDCl3
7.36 (d, J = 8.5 Hz, 2H), 7.24 (d, J = 8.5 Hz, 2H), 2.49 (t, J = 7.3 Hz, 2H), 2.36 (t, J = 7.3 Hz, 2H), 1.65-1.58 (m, 2H), 1.46-1.37 (m, 2H), 1.29-1.23 (m, 4H), 0.97 (t, J = 7.3 Hz, 3H), 0.85 (t, J = 6.9 Hz, 3H)
null
[('d', ['8.5Hz'], '2H', 7.36, 7.36), ('d', ['8.5Hz'], '2H', 7.24, 7.24), ('t', ['7.3Hz'], '2H', 2.49, 2.49), ('t', ['7.3Hz'], '2H', 2.36, 2.36), ('m', [], '2H', 1.65, 1.58), ('m', [], '2H', 1.46, 1.37), ('m', [], '4H', 1.29, 1.23), ('t', ['7.3Hz'], '3H', 0.97, 0.97), ('t', ['6.9Hz'], '3H', 0.85, 0.85)]
22
10
22
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(Cl)cc1
20
20
[0.12316725 0.56679689 0.29493861 0.66289065]
[0.11930102 0.67578132 0.87929265 0.83671878]
13C NMR
100 MHz
CDCl3
157.4, 138.6, 134.6, 129.2, 128.7, 119.3, 112.4, 33.5, 30.6, 30.3, 29.9, 22.5, 22.2, 13.8, 13.7
null
[(157.4, None, None), (138.6, None, None), (134.6, None, None), (129.2, None, None), (128.7, None, None), (119.3, None, None), (112.4, None, None), (33.5, None, None), (30.6, None, None), (30.3, None, None), (29.9, None, None), (22.5, None, None), (22.2, None, None), (13.8, None, None), (13.7, None, None)]
17
15
15
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(-c2ccccc2)cc1
21
21
[0.12344341 0.63203129 0.30791814 0.75390632]
[0.11930102 0.76640628 0.87929265 0.90390631]
1H NMR
400 MHz
CDCl3
7.63-7.61 (m, 4H), 7.45 (t, J = 7.5 Hz, 2H), 7.40-7.34 (m, 3H), 2.56 (t, J = 7.3 Hz, 2H), 2.40 (t, J = 7.3 Hz, 2H), 1.69-1.62 (m, 2H), 1.50-1.40 (m, 2H), 1.33-1.29 (m, 4H), 0.99 (t, J = 7.3 Hz, 3H), 0.87 (t, J = 6.8 Hz, 3H)
null
[('m', [], '4H', 7.63, 7.61), ('t', ['7.5Hz'], '2H', 7.45, 7.45), ('m', [], '3H', 7.4, 7.34), ('t', ['7.3Hz'], '2H', 2.56, 2.56), ('t', ['7.3Hz'], '2H', 2.4, 2.4), ('m', [], '2H', 1.69, 1.62), ('m', [], '2H', 1.5, 1.4), ('m', [], '4H', 1.33, 1.29), ('t', ['7.3Hz'], '3H', 0.99, 0.99), ('t', ['6.8Hz'], '3H', 0.87, 0.87)]
27
13
27
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(C(C)(C)C)cc1
22
22
[0.12178646 0.30976563 0.29521478 0.41757815]
[0.11930102 0.43046878 0.87984499 0.61640629]
1H NMR
400 MHz
CDCl3
7.38 (d, J = 8.5 Hz, 2H), 7.24 (d, J = 8.5 Hz, 2H), 2.51 (t, J = 7.5 Hz, 2H), 2.37 (t, J = 7.5 Hz, 2H), 1.66-1.59 (m, 2H), 1.47-1.38 (m, 2H), 1.33 (s, 9H), 1.30-1.26 (m, 4H), 0.97 (t, J = 7.3 Hz, 3H), 0.86 (t, J = 6.9 Hz, 3H)
null
[('d', ['8.5Hz'], '2H', 7.38, 7.38), ('d', ['8.5Hz'], '2H', 7.24, 7.24), ('t', ['7.5Hz'], '2H', 2.51, 2.51), ('t', ['7.5Hz'], '2H', 2.37, 2.37), ('m', [], '2H', 1.66, 1.59), ('m', [], '2H', 1.47, 1.38), ('s', [], '9H', 1.33, 1.33), ('m', [], '4H', 1.3, 1.26), ('t', ['7.3Hz'], '3H', 0.97, 0.97), ('t', ['6.9Hz'], '3H', 0...
31
11
31
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(C(C)(C)C)cc1
22
22
[0.12178646 0.30976563 0.29521478 0.41757815]
[0.11930102 0.43046878 0.87984499 0.61640629]
13C NMR
100 MHz
CDCl3
158.7, 151.6, 137.1, 127.5, 125.3, 119.9, 111.0, 34.6, 33.6, 31.3, 30.7, 30.5, 30.1, 22.6, 22.2, 13.8, 13.7
null
[(158.7, None, None), (151.6, None, None), (137.1, None, None), (127.5, None, None), (125.3, None, None), (119.9, None, None), (111.0, None, None), (34.6, None, None), (33.6, None, None), (31.3, None, None), (30.7, None, None), (30.5, None, None), (30.1, None, None), (22.6, None, None), (22.2, None, None), (13.8, None,...
21
17
17
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(C)cc1
22
23
[0.12316725 0.79921876 0.29493861 0.89453132]
[0.12040566 0.08925782 0.87929265 0.2496094 ]
1H NMR
400 MHz
CDCl3
7.20 (app. s, 4H), 2.50 (t, J = 7.4 Hz, 2H), 2.38-2.34 (m, 5H), 1.66-1.58 (m, 2H), 1.47-1.38 (m, 2H), 1.30-1.23 (m, 4H), 0.97 (t, J = 7.3 Hz, 3H), 0.85 (t, J = 6.9 Hz, 3H)
null
[('app s', [], '4H', 7.2, 7.2), ('t', ['7.4Hz'], '2H', 2.5, 2.5), ('m', [], '5H', 2.38, 2.34), ('m', [], '2H', 1.66, 1.58), ('m', [], '2H', 1.47, 1.38), ('m', [], '4H', 1.3, 1.23), ('t', ['7.3Hz'], '3H', 0.97, 0.97), ('t', ['6.9Hz'], '3H', 0.85, 0.85)]
25
11
25
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(C)cc1
22
23
[0.12316725 0.79921876 0.29493861 0.89453132]
[0.12040566 0.08925782 0.87929265 0.2496094 ]
13C NMR
100 MHz
CDCl3
158.7, 138.4, 137.3, 129.1, 127.6, 119.8, 111.2, 33.5, 30.7, 30.3, 30.0, 22.6, 22.2, 21.2, 13.8, 13.7
null
[(158.7, None, None), (138.4, None, None), (137.3, None, None), (129.1, None, None), (127.6, None, None), (119.8, None, None), (111.2, None, None), (33.5, None, None), (30.7, None, None), (30.3, None, None), (30.0, None, None), (22.6, None, None), (22.2, None, None), (21.2, None, None), (13.8, None, None), (13.7, None,...
18
16
16
10.1021_acscatal.2c00181
[C-]#[N+]C(CCCC)=C(CCCC)c1ccc(SC)cc1
23
23
[0.12233877 0.43359379 0.29797637 0.52890627]
[0.11985333 0.54218754 0.88094957 0.70468756]
1H NMR
400 MHz
CDCl3
7.24 (app. s, 4H), 2.52-2.48 (m, 5H), 2.36 (t, J = 7.4 Hz, 2H), 1.66-1.58 (m, 2H), 1.47-1.37 (m, 2H), 1.30-1.23 (m, 4H), 0.97 (t, J = 7.3 Hz, 3H), 0.84 (t, J = 6.9 Hz, 3H)
null
[('app s', [], '4H', 7.24, 7.24), ('m', [], '5H', 2.52, 2.48), ('t', ['7.4Hz'], '2H', 2.36, 2.36), ('m', [], '2H', 1.66, 1.58), ('m', [], '2H', 1.47, 1.37), ('m', [], '4H', 1.3, 1.23), ('t', ['7.3Hz'], '3H', 0.97, 0.97), ('t', ['6.9Hz'], '3H', 0.84, 0.84)]
25
11
25
10.1021_acscatal.2c00181
[C-]#[N+]C(CCCC)=C(CCCC)c1ccc(SC)cc1
23
23
[0.12233877 0.43359379 0.29797637 0.52890627]
[0.11985333 0.54218754 0.88094957 0.70468756]
13C NMR
100 MHz
CDCl3
158.0, 139.4, 136.7, 128.2, 126.2, 119.6, 111.4, 33.4, 30.6, 30.4, 30.0, 22.5, 22.2, 15.4, 13.8, 13.7
null
[(158.0, None, None), (139.4, None, None), (136.7, None, None), (128.2, None, None), (126.2, None, None), (119.6, None, None), (111.4, None, None), (33.4, None, None), (30.6, None, None), (30.4, None, None), (30.0, None, None), (22.5, None, None), (22.2, None, None), (15.4, None, None), (13.8, None, None), (13.7, None,...
18
16
16
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(OC)cc1
24
24
[0.12233877 0.08823243 0.29852869 0.18320313]
[0.11985333 0.19716798 0.88039733 0.3824219 ]
1H NMR
400 MHz
CDCl3
7.26 (d, J = 8.5 Hz, 2H), 6.91 (d, J = 8.8 Hz, 2H), 3.82 (s, 3H), 2.50 (t, J = 7.4 Hz, 2H), 2.35 (t, J = 7.4 Hz, 2H), 1.65-1.58 (m, 2H), 1.47-1.37 (m, 2H), 1.31-1.22 (m, 4H), 0.97 (t, J = 7.3 Hz, 3H), 0.85 (t, J = 6.9 Hz, 3H)
null
[('d', ['8.5Hz'], '2H', 7.26, 7.26), ('d', ['8.8Hz'], '2H', 6.91, 6.91), ('s', [], '3H', 3.82, 3.82), ('t', ['7.4Hz'], '2H', 2.5, 2.5), ('t', ['7.4Hz'], '2H', 2.35, 2.35), ('m', [], '2H', 1.65, 1.58), ('m', [], '2H', 1.47, 1.37), ('m', [], '4H', 1.31, 1.22), ('t', ['7.3Hz'], '3H', 0.97, 0.97), ('t', ['6.9Hz'], '3H', 0....
25
11
25
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc(OC)cc1
24
24
[0.12233877 0.08823243 0.29852869 0.18320313]
[0.11985333 0.19716798 0.88039733 0.3824219 ]
13C NMR
100 MHz
CDCl3
159.8, 158.3, 132.4, 129.1, 119.9, 113.8, 110.8, 55.2, 33.5, 30.7, 30.4, 30.1, 22.5, 22.2, 13.8, 13.7
null
[(159.8, None, None), (158.3, None, None), (132.4, None, None), (129.1, None, None), (119.9, None, None), (113.8, None, None), (110.8, None, None), (55.2, None, None), (33.5, None, None), (30.7, None, None), (30.4, None, None), (30.1, None, None), (22.5, None, None), (22.2, None, None), (13.8, None, None), (13.7, None,...
18
16
16
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1cccc(C(F)(F)F)c1
24
24
[0.12316725 0.56562504 0.29466246 0.66171881]
[0.12040566 0.67421876 0.87929265 0.88593754]
1H NMR
400 MHz
CDCl3
7.62 (d, J = 7.4 Hz, 1H), 7.55-7.49 (m, 3H), 2.53 (t, J = 7.4 Hz, 2H), 2.39 (t, J = 7.4 Hz, 2H), 1.67-1.59 (m, 2H), 1.48-1.39 (m, 2H), 1.32-1.21 (m, 4H), 0.98 (t, J = 7.3 Hz, 3H), 0.86 (t, J = 7.0 Hz, 3H)
null
[('d', ['7.4Hz'], '1H', 7.62, 7.62), ('m', [], '3H', 7.55, 7.49), ('t', ['7.4Hz'], '2H', 2.53, 2.53), ('t', ['7.4Hz'], '2H', 2.39, 2.39), ('m', [], '2H', 1.67, 1.59), ('m', [], '2H', 1.48, 1.39), ('m', [], '4H', 1.32, 1.21), ('t', ['7.3Hz'], '3H', 0.98, 0.98), ('t', ['7.0Hz'], '3H', 0.86, 0.86)]
22
12
22
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1cccc(C(F)(F)F)c1
24
24
[0.12316725 0.56562504 0.29466246 0.66171881]
[0.12040566 0.67421876 0.87929265 0.88593754]
13C NMR
100 MHz
CDCl3
157.0, 141.0, 131.4 (q, JC-F = 8.0 Hz), 131.0 (q, JC-F = 32.0 Hz), 129.1, 125.3 (q, JC-F = 4.0 Hz), 124.4 (q, JC-F = 4.0 Hz), 123.9 (q, JC-F = 270.0 Hz), 119.0, 113.2, 33.5, 30.5, 30.3, 29.8, 22.5, 22.2, 13.8, 13.7
null
[(157.0, None, None), (141.0, None, None), (131.4, 'q', 8.0), (131.0, 'q', 32.0), (129.1, None, None), (125.3, 'q', 4.0), (124.4, 'q', 4.0), (123.9, 'q', 270.0), (119.0, None, None), (113.2, None, None), (33.5, None, None), (30.5, None, None), (30.3, None, None), (29.8, None, None), (22.5, None, None), (22.2, None, Non...
18
18
18
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1cccc(C(F)(F)F)c1
24
24
[0.12316725 0.56562504 0.29466246 0.66171881]
[0.12040566 0.67421876 0.87929265 0.88593754]
19F NMR
376 MHz
CDCl3
-62.6
null
[(-62.6, None, None)]
3
1
1
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1cc(F)cc(F)c1
25
25
[0.1242719 0.26113283 0.29880486 0.35683595]
[0.1187487 0.3699219 0.87984499 0.55898439]
1H NMR
400 MHz
CDCl3
6.83-6.78 (m, 3H), 2.47 (t, J = 7.4 Hz, 2H), 2.36 (t, J = 7.4 Hz, 2H), 1.65-1.56 (m, 2H), 1.46-1.37 (m, 2H), 1.33-1.22 (m, 4H), 0.97 (t, J = 7.3 Hz, 3H), 0.87 (t, J = 6.9 Hz, 3H)
null
[('m', [], '3H', 6.83, 6.78), ('t', ['7.4Hz'], '2H', 2.47, 2.47), ('t', ['7.4Hz'], '2H', 2.36, 2.36), ('m', [], '2H', 1.65, 1.56), ('m', [], '2H', 1.46, 1.37), ('m', [], '4H', 1.33, 1.22), ('t', ['7.3Hz'], '3H', 0.97, 0.97), ('t', ['6.9Hz'], '3H', 0.87, 0.87)]
21
10
21
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1cc(F)cc(F)c1
25
25
[0.1242719 0.26113283 0.29880486 0.35683595]
[0.1187487 0.3699219 0.87984499 0.55898439]
19F NMR
376 MHz
CDCl3
-108.9
null
[(-108.9, None, None)]
2
1
1
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1cccc(C)c1
25
25
[0.12344341 0.73906253 0.29493861 0.83593757]
[0.12095797 0.84921881 0.87984499 0.88828131]
1H NMR
400 MHz
CDCl3
7.28-7.24 (m, 1H), 7.15 (d, J = 7.5 Hz, 1H), 7.09-7.07 (m, 2H), 2.50 (t, J = 7.4 Hz, 2H), 2.38-2.34 (m, 5H), 1.66-1.58 (m, 2H), 1.47-1.38 (m, 2H), 1.31-1.22 (m, 4H), 0.97 (t, J = 7.3 Hz, 3H), 0.85 (t, J = 6.9 Hz, 3H)
null
[('m', [], '1H', 7.28, 7.24), ('d', ['7.5Hz'], '1H', 7.15, 7.15), ('m', [], '2H', 7.09, 7.07), ('t', ['7.4Hz'], '2H', 2.5, 2.5), ('m', [], '5H', 2.38, 2.34), ('m', [], '2H', 1.66, 1.58), ('m', [], '2H', 1.47, 1.38), ('m', [], '4H', 1.31, 1.22), ('t', ['7.3Hz'], '3H', 0.97, 0.97), ('t', ['6.9Hz'], '3H', 0.85, 0.85)]
25
13
25
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc2c(c1)OCO2
26
26
[0.1242719 0.38476566 0.30101414 0.47851566]
[0.11930102 0.49062501 0.87984499 0.67500004]
1H NMR
400 MHz
CDCl3
6.82-6.78 (m, 2H), 6.77-6.76 (m, 1H), 5.98 (s, 2H), 2.46 (t, J = 7.4 Hz, 2H), 2.34 (t, J = 7.4 Hz, 2H), 1.64-1.57 (m, 2H), 1.46-1.36 (m, 2H), 1.31-1.22 (m, 4H), 0.96 (t, J = 7.3 Hz, 3H), 0.85 (t, J = 6.9 Hz, 3H)
null
[('m', [], '2H', 6.82, 6.78), ('m', [], '1H', 6.77, 6.76), ('s', [], '2H', 5.98, 5.98), ('t', ['7.4Hz'], '2H', 2.46, 2.46), ('t', ['7.4Hz'], '2H', 2.34, 2.34), ('m', [], '2H', 1.64, 1.57), ('m', [], '2H', 1.46, 1.36), ('m', [], '4H', 1.31, 1.22), ('t', ['7.3Hz'], '3H', 0.96, 0.96), ('t', ['6.9Hz'], '3H', 0.85, 0.85)]
23
12
23
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc2c(c1)OCO2
26
26
[0.1242719 0.38476566 0.30101414 0.47851566]
[0.11930102 0.49062501 0.87984499 0.67500004]
13C NMR
100 MHz
CDCl3
158.2, 147.9, 147.7, 134.0, 121.8, 119.6, 111.4, 108.3, 108.2, 101.2, 33.6, 30.6, 30.3, 30.0, 22.5, 22.2, 13.8, 13.7
null
[(158.2, None, None), (147.9, None, None), (147.7, None, None), (134.0, None, None), (121.8, None, None), (119.6, None, None), (111.4, None, None), (108.3, None, None), (108.2, None, None), (101.2, None, None), (33.6, None, None), (30.6, None, None), (30.3, None, None), (30.0, None, None), (22.5, None, None), (22.2, No...
18
18
18
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccccc1C
27
27
[0.1228911 0.08862306 0.29466246 0.16601562]
[0.11930102 0.1788086 0.88039733 0.36484377]
1H NMR
400 MHz
CDCl3
7.25-7.17 (m, 3H), 7.01 (d, J = 7.3 Hz, 1H), 2.55-2.47 (m, 1H), 2.45-2.31 (m, 3H), 2.26 (s, 3H), 1.67-1.60 (m, 2H), 1.48-1.39 (m, 2H), 1.35-1.24 (m, 4H), 0.98 (t, J = 7.3 Hz, 3H), 0.87 (t, J = 7.0 Hz, 3H)
null
[('m', [], '3H', 7.25, 7.17), ('d', ['7.3Hz'], '1H', 7.01, 7.01), ('m', [], '1H', 2.55, 2.47), ('m', [], '3H', 2.45, 2.31), ('s', [], '3H', 2.26, 2.26), ('m', [], '2H', 1.67, 1.6), ('m', [], '2H', 1.48, 1.39), ('m', [], '4H', 1.35, 1.24), ('t', ['7.3Hz'], '3H', 0.98, 0.98), ('t', ['7.0Hz'], '3H', 0.87, 0.87)]
25
13
25
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccccc1C
27
27
[0.1228911 0.08862306 0.29466246 0.16601562]
[0.11930102 0.1788086 0.88039733 0.36484377]
13C NMR
100 MHz
CDCl3
158.8, 140.1, 134.6, 130.5, 128.1, 127.9, 125.8, 118.9, 113.3, 33.8, 30.6, 29.6, 29.4, 22.8, 22.2, 19.3, 13.8, 13.7
null
[(158.8, None, None), (140.1, None, None), (134.6, None, None), (130.5, None, None), (128.1, None, None), (127.9, None, None), (125.8, None, None), (118.9, None, None), (113.3, None, None), (33.8, None, None), (30.6, None, None), (29.6, None, None), (29.4, None, None), (22.8, None, None), (22.2, None, None), (19.3, Non...
18
18
18
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc2ccccc2c1
27
27
[0.12371957 0.54765628 0.30819428 0.63984379]
[0.1187487 0.65234375 0.87874031 0.83828126]
1H NMR
400 MHz
CDCl3
7.88-7.83 (m, 3H), 7.80 (d, J = 1.1 Hz, 1H), 7.53-7.48 (m, 2H), 7.40 (dd, J = 8.5, 1.7 Hz, 1H), 2.62 (t, J = 7.4 Hz, 2H), 2.43 (t, J = 7.4 Hz, 2H), 1.71-1.64 (m, 2H), 1.51-1.42 (m, 2H), 1.33-1.27 (m, 4H), 1.00 (t, J = 7.3 Hz, 3H), 0.84 (t, J = 6.9 Hz, 3H)
null
[('m', [], '3H', 7.88, 7.83), ('d', ['1.1Hz'], '1H', 7.8, 7.8), ('m', [], '2H', 7.53, 7.48), ('dd', ['8.5Hz', '1.7Hz'], '1H', 7.4, 7.4), ('t', ['7.4Hz'], '2H', 2.62, 2.62), ('t', ['7.4Hz'], '2H', 2.43, 2.43), ('m', [], '2H', 1.71, 1.64), ('m', [], '2H', 1.51, 1.42), ('m', [], '4H', 1.33, 1.27), ('t', ['7.3Hz'], '3H', 1...
25
15
25
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)c1ccc2ccccc2c1
27
27
[0.12371957 0.54765628 0.30819428 0.63984379]
[0.1187487 0.65234375 0.87874031 0.83828126]
13C NMR
100 MHz
CDCl3
158.6, 137.6, 133.2, 133.1, 128.3, 128.2, 127.7, 127.2, 126.5, 126.4, 125.4, 119.6, 112.1, 33.6, 30.7, 30.5, 30.0, 22.6, 22.3, 13.8, 13.7
null
[(158.6, None, None), (137.6, None, None), (133.2, None, None), (133.1, None, None), (128.3, None, None), (128.2, None, None), (127.7, None, None), (127.2, None, None), (126.5, None, None), (126.4, None, None), (125.4, None, None), (119.6, None, None), (112.1, None, None), (33.6, None, None), (30.7, None, None), (30.5,...
21
21
21
10.1021_acscatal.2c00181
C(/C(CCCOCc1ccccc1)=C(/CCCOCc1ccccc1)c1ccc2ccccc2c1)#N
28
28
[0.1242719 0.62031254 0.46560533 0.74218757]
[0.12040566 0.75429689 0.87929265 0.89218756]
1H NMR
400 MHz
CDCl3
7.86-7.82 (m, 3H), 7.76 (s, 1H), 7.52-7.49 (m, 2H), 7.38-7.24 (m, 11H), 4.53 (s, 2H), 4.39 (s, 2H), 3.57 (t, J = 6.0 Hz, 2H), 3.37 (t, J = 6.1 Hz, 2H), 2.75 (t, J = 8.0 Hz, 2H), 2.58 (t, J = 8.0 Hz, 2H), 2.02-1.95 (m, 2H), 1.65-1.56 (m, 2H)
null
[('m', [], '3H', 7.86, 7.82), ('s', [], '1H', 7.76, 7.76), ('m', [], '2H', 7.52, 7.49), ('m', [], '11H', 7.38, 7.24), ('s', [], '2H', 4.53, 4.53), ('s', [], '2H', 4.39, 4.39), ('t', ['6.0Hz'], '2H', 3.57, 3.57), ('t', ['6.1Hz'], '2H', 3.37, 3.37), ('t', ['8.0Hz'], '2H', 2.75, 2.75), ('t', ['8.0Hz'], '2H', 2.58, 2.58), ...
33
21
33
10.1021_acscatal.2c00181
C(/C(CCCOCc1ccccc1)=C(/CCCOCc1ccccc1)c1ccc2ccccc2c1)#N
28
28
[0.1242719 0.62031254 0.46560533 0.74218757]
[0.12040566 0.75429689 0.87929265 0.89218756]
13C NMR
100 MHz
CDCl3
158.5, 138.4, 138.3, 137.2, 133.2, 133.0, 128.4, 128.3, 128.3, 127.7, 127.5, 127.3, 126.6, 126.4, 125.3, 119.4, 111.9, 73.0, 72.9, 69.0, 68.8, 30.3, 28.5, 27.9, 27.4
null
[(158.5, None, None), (138.4, None, None), (138.3, None, None), (137.2, None, None), (133.2, None, None), (133.0, None, None), (128.4, None, None), (128.3, None, None), (128.3, None, None), (127.7, None, None), (127.5, None, None), (127.3, None, None), (126.6, None, None), (126.4, None, None), (125.3, None, None), (119...
33
29
25
10.1021_acscatal.2c00181
C(/C(CCCO)=C(/CCCO)c1ccc2ccccc2c1)#N
29
29
[0.12344341 0.21132814 0.32973474 0.3074219 ]
[0.11985333 0.3203125 0.88039733 0.52968751]
1H NMR
400 MHz
CDCl3
7.88-7.83 (m, 3H), 7.80 (s, 1H), 7.53-7.49 (m, 2H), 7.39 (dd, J = 8.5, 1.7 Hz, 1H), 3.76 (t, J = 5.7 Hz, 2H), 3.56 (t, J = 5.8 Hz, 2H), 2.81 (t, J = 7.5 Hz, 2H), 2.63 (t, J = 7.4 Hz, 2H), 1.98-1.91 (m, 2H), 1.57-1.51 (m, 2H)
null
[('m', [], '3H', 7.88, 7.83), ('s', [], '1H', 7.8, 7.8), ('m', [], '2H', 7.53, 7.49), ('dd', ['8.5Hz', '1.7Hz'], '1H', 7.39, 7.39), ('t', ['5.7Hz'], '2H', 3.76, 3.76), ('t', ['5.8Hz'], '2H', 3.56, 3.56), ('t', ['7.5Hz'], '2H', 2.81, 2.81), ('t', ['7.4Hz'], '2H', 2.63, 2.63), ('m', [], '2H', 1.98, 1.91), ('m', [], '2H',...
21
15
19
10.1021_acscatal.2c00181
C(/C(CCCO)=C(/CCCO)c1ccc2ccccc2c1)#N
29
29
[0.12344341 0.21132814 0.32973474 0.3074219 ]
[0.11985333 0.3203125 0.88039733 0.52968751]
13C NMR
100 MHz
CDCl3
158.7, 137.0, 133.2, 133.0, 128.4, 128.2, 127.7, 127.3, 126.7, 126.5, 125.2, 119.3, 111.9, 61.2, 61.0, 31.0, 30.4, 29.7, 26.7
null
[(158.7, None, None), (137.0, None, None), (133.2, None, None), (133.0, None, None), (128.4, None, None), (128.2, None, None), (127.7, None, None), (127.3, None, None), (126.7, None, None), (126.5, None, None), (125.2, None, None), (119.3, None, None), (111.9, None, None), (61.2, None, None), (61.0, None, None), (31.0,...
19
19
19
10.1021_acscatal.2c00181
CCCC/C(C#N)=C(\CCCC)C1=CCCCC1
31
31
[0.12371957 0.65703128 0.29438629 0.73359379]
[0.11930102 0.74609382 0.88094957 0.90859376]
1H NMR
400 MHz
CDCl3
5.74-5.72 (m, 1H), 2.22-2.16 (m, 4H), 2.15-2.10 (m, 2H), 2.06-2.02 (m, 2H), 1.72-1.66 (m, 2H), 1.64-1.60 (m, 2H), 1.57-1.49 (m, 2H), 1.40-1.26 (m, 6H), 0.95-0.88 (m, 6H)
null
[('m', [], '1H', 5.74, 5.72), ('m', [], '4H', 2.22, 2.16), ('m', [], '2H', 2.15, 2.1), ('m', [], '2H', 2.06, 2.02), ('m', [], '2H', 1.72, 1.66), ('m', [], '2H', 1.64, 1.6), ('m', [], '2H', 1.57, 1.49), ('m', [], '6H', 1.4, 1.26), ('m', [], '6H', 0.95, 0.88)]
27
13
27