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float64
0
489
Page_in_file_para
int64
0
489
Location_in_page_mol
stringlengths
37
45
Location_in_page_para
stringlengths
37
61
NMR_type
stringclasses
11 values
NMR_frequency
stringlengths
3
38
NMR_solvent
stringclasses
17 values
NMR_shift_text
stringlengths
1
1.36k
NMR_note
stringlengths
2
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_jacs.5b00538
S(C(F)(F)F)C1C(C)=CC=CC=1
12
12
[0.11829045 0.51250003 0.21332722 0.57343755]
[0.11551012 0.51171879 0.88363977 0.6398438 ]
13C NMR
101 MHz
CDCl3
144.1, 138.3, 131.3, 131.1, 129.8 (q, J = 308.4 Hz), 126.9, 123.8, 21.2
null
[(144.1, None, None), (138.3, None, None), (131.3, None, None), (131.1, None, None), (129.8, 'q', 308.4), (126.9, None, None), (123.8, None, None), (21.2, None, None)]
8
8
8
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3ccc(F)cc13)CCCC2
4
4
[0.15105939 0.49296878 0.2916247 0.56484376]
[0.1474693 0.55546878 0.84836274 0.81953129]
1H NMR
600 MHz
CDCl3
7.69 (dd, J = 10.0, 2.6 Hz, 1H), 7.10 (dd, J = 8.8, 4.4 Hz, 1H), 6.87 (td, J = 9.0, 2.6 Hz, 1H), 4.30 (q, J = 7.1 Hz, 2H), 3.98 (t, J = 6.1 Hz, 2H), 3.24 (t, J = 6.4 Hz, 2H), 2.06-1.98 (m, 2H), 1.90-1.82 (m, 2H), 1.36 (t, J = 7.1 Hz, 3H)
null
[('dd', ['10.0Hz', '2.6Hz'], '1H', 7.69, 7.69), ('dd', ['8.8Hz', '4.4Hz'], '1H', 7.1, 7.1), ('td', ['9.0Hz', '2.6Hz'], '1H', 6.87, 6.87), ('q', ['7.1Hz'], '2H', 4.3, 4.3), ('t', ['6.1Hz'], '2H', 3.98, 3.98), ('t', ['6.4Hz'], '2H', 3.24, 3.24), ('m', [], '2H', 2.06, 1.98), ('m', [], '2H', 1.9, 1.82), ('t', ['7.1Hz'], '3...
16
9
16
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3ccc(F)cc13)CCCC2
4
4
[0.15105939 0.49296878 0.2916247 0.56484376]
[0.1474693 0.55546878 0.84836274 0.81953129]
19F NMR
565 MHz
CDCl3
121.8
null
[(121.8, None, None)]
1
1
1
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3ccc(F)cc13)CCCC2
4
4
[0.15105939 0.49296878 0.2916247 0.56484376]
[0.1474693 0.55546878 0.84836274 0.81953129]
13C NMR
151 MHz
CDCl3
165.8, 159.5 (d, J = 235.9 Hz), 147.3, 132.6, 127.5 (d, J = 10.9 Hz), 109.8 (d, J = 26.4 Hz), 109.5 (d, J = 9.8 Hz), 106.8 (d, J = 25.2 Hz), 102.9 (d, J = 4.3 Hz), 59.5, 42.7, 24.7, 22.6, 19.9, 14.8
null
[(165.8, None, None), (159.5, 'd', 235.9), (147.3, None, None), (132.6, None, None), (127.5, 'd', 10.9), (109.8, 'd', 26.4), (109.5, 'd', 9.8), (106.8, 'd', 25.2), (102.9, 'd', 4.3), (59.5, None, None), (42.7, None, None), (24.7, None, None), (22.6, None, None), (19.9, None, None), (14.8, None, None)]
15
15
15
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3ccc(Cl)cc13)CCCC2
5
5
[0.15133554 0.09511719 0.30377574 0.16718751]
[0.14691699 0.15771484 0.84946742 0.36640626]
1H NMR
600 MHz
CDCl3
8.01 (d, J = 1.6 Hz, 1H), 7.15-7.00 (m, 2H), 4.31 (q, J = 7.1 Hz, 2H), 3.98 (t, J = 6.1 Hz, 2H), 3.25 (t, J = 6.4 Hz, 2H), 2.16-1.96 (m, 2H), 1.96-1.77 (m, 2H), 1.37 (t, J = 7.1 Hz, 3H)
null
[('d', ['1.6Hz'], '1H', 8.01, 8.01), ('m', [], '2H', 7.15, 7.0), ('q', ['7.1Hz'], '2H', 4.31, 4.31), ('t', ['6.1Hz'], '2H', 3.98, 3.98), ('t', ['6.4Hz'], '2H', 3.25, 3.25), ('m', [], '2H', 2.16, 1.96), ('m', [], '2H', 1.96, 1.77), ('t', ['7.1Hz'], '3H', 1.37, 1.37)]
16
9
16
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3ccc(Cl)cc13)CCCC2
5
5
[0.15133554 0.09511719 0.30377574 0.16718751]
[0.14691699 0.15771484 0.84946742 0.36640626]
13C NMR
151 MHz
CDCl3
165.7, 147.0, 134.5, 127.9, 127.8, 122.0, 120.9, 109.9, 102.5, 59.6, 42.7, 24.7, 22.6, 20.0, 14.8
null
[(165.7, None, None), (147.0, None, None), (134.5, None, None), (127.9, None, None), (127.8, None, None), (122.0, None, None), (120.9, None, None), (109.9, None, None), (102.5, None, None), (59.6, None, None), (42.7, None, None), (24.7, None, None), (22.6, None, None), (20.0, None, None), (14.8, None, None)]
15
15
15
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3ccc(Br)cc13)CCCC2
5
5
[0.15188787 0.40429691 0.3032234 0.46914064]
[0.1474693 0.46015626 0.84946742 0.68984376]
1H NMR
600 MHz
CDCl3
8.17 (d, J = 1.9 Hz, 1H), 7.22 (dd, J = 8.5, 2.0 Hz, 1H), 7.06 (d, J = 8.6 Hz, 1H), 4.31 (q, J = 7.1 Hz, 2H), 3.97 (t, J = 6.2 Hz, 2H), 3.25 (t, J = 6.4 Hz, 2H), 2.08-1.96 (m, 2H), 1.93-1.81 (m, 2H), 1.36 (t, J = 7.1 Hz, 3H)
null
[('d', ['1.9Hz'], '1H', 8.17, 8.17), ('dd', ['8.5Hz', '2.0Hz'], '1H', 7.22, 7.22), ('d', ['8.6Hz'], '1H', 7.06, 7.06), ('q', ['7.1Hz'], '2H', 4.31, 4.31), ('t', ['6.2Hz'], '2H', 3.97, 3.97), ('t', ['6.4Hz'], '2H', 3.25, 3.25), ('m', [], '2H', 2.08, 1.96), ('m', [], '2H', 1.93, 1.81), ('t', ['7.1Hz'], '3H', 1.36, 1.36)]
16
9
16
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3ccc(Br)cc13)CCCC2
5
5
[0.15188787 0.40429691 0.3032234 0.46914064]
[0.1474693 0.46015626 0.84946742 0.68984376]
13C NMR
151 MHz
CDCl3
165.63, 146.87, 134.76, 128.36, 124.61, 123.90, 115.65, 110.34, 102.45, 59.58, 42.71, 24.69, 22.54, 19.95, 14.81
null
[(165.63, None, None), (146.87, None, None), (134.76, None, None), (128.36, None, None), (124.61, None, None), (123.9, None, None), (115.65, None, None), (110.34, None, None), (102.45, None, None), (59.58, None, None), (42.71, None, None), (24.69, None, None), (22.54, None, None), (19.95, None, None), (14.81, None, Non...
15
15
15
10.1021_acs.orglett.3c01288
c1(C(C)C)ccc2c(c1)c(C(=O)OCC)c1n2CCCC1
6
6
[0.1516117 0.20000001 0.3032234 0.26445314]
[0.14912627 0.09233399 0.84725811 0.16308594]
13C NMR
151 MHz
CDCl3
165.6, 146.5, 135.2, 130.2, 130.1, 129.0, 110.9, 102.2, 86.4, 59.6, 42.7, 24.7, 22.5, 20.0, 14.8
null
[(165.6, None, None), (146.5, None, None), (135.2, None, None), (130.2, None, None), (130.1, None, None), (129.0, None, None), (110.9, None, None), (102.2, None, None), (86.4, None, None), (59.6, None, None), (42.7, None, None), (24.7, None, None), (22.5, None, None), (20.0, None, None), (14.8, None, None)]
18
17
15
10.1021_acs.orglett.3c01288
c1(C(C)C)ccc2c(c1)c(C(=O)OCC)c1n2CCCC1
6
6
[0.1516117 0.20000001 0.3032234 0.26445314]
[0.14912627 0.09233399 0.84725811 0.16308594]
1H NMR
600 MHz
CDCl3
7.93 (d, J = 1.7 Hz, 1H), 7.16-7.10 (m, 1H), 7.04 (dd, J = 8.3, 1.7 Hz, 1H), 4.30 (q, J = 7.1 Hz, 2H), 3.96 (t, J = 6.1 Hz, 2H), 3.23 (t, J = 6.4 Hz, 2H), 2.97 (p, J = 6.9 Hz, 1H), 2.22-1.93 (m, 2H), 1.90-1.75 (m, 2H), 1.37 (t, J = 7.1 Hz, 3H), 1.24 (d, J = 7.0 Hz, 6H)
null
[('d', ['1.7Hz'], '1H', 7.93, 7.93), ('m', [], '1H', 7.16, 7.1), ('dd', ['8.3Hz', '1.7Hz'], '1H', 7.04, 7.04), ('q', ['7.1Hz'], '2H', 4.3, 4.3), ('t', ['6.1Hz'], '2H', 3.96, 3.96), ('t', ['6.4Hz'], '2H', 3.23, 3.23), ('p', ['6.9Hz'], '1H', 2.97, 2.97), ('m', [], '2H', 2.22, 1.93), ('m', [], '2H', 1.9, 1.75), ('t', ['7....
23
11
23
10.1021_acs.orglett.3c01288
c1(C(C)C)ccc2c(c1)c(C(=O)OCC)c1n2CCCC1
6
6
[0.1516117 0.20000001 0.3032234 0.26445314]
[0.14912627 0.09233399 0.84725811 0.16308594]
13C NMR
151 MHz
CDCl3
166.2, 145.9, 143.0, 134.7, 127.0, 120.7, 118.4, 108.7, 102.4, 59.3, 42.6, 34.6, 24.8, 24.8, 22.7, 20.2, 14.8
null
[(166.2, None, None), (145.9, None, None), (143.0, None, None), (134.7, None, None), (127.0, None, None), (120.7, None, None), (118.4, None, None), (108.7, None, None), (102.4, None, None), (59.3, None, None), (42.6, None, None), (34.6, None, None), (24.8, None, None), (24.8, None, None), (22.7, None, None), (20.2, Non...
18
17
17
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3ccc(CC)cc13)CCCC2
6
6
[0.15050707 0.52500002 0.30405188 0.58906254]
[0.14802163 0.58046876 0.84836274 0.81093751]
1H NMR
600 MHz
CDCl3
7.88 (d, J = 1.0 Hz, 1H), 7.14-7.08 (m, 1H), 6.99 (dd, J = 8.3, 1.7 Hz, 1H), 4.31 (q, J = 7.1 Hz, 2H), 3.96 (t, J = 6.1 Hz, 2H), 3.23 (t, J = 6.4 Hz, 2H), 2.70 (q, J = 7.6 Hz, 2H), 2.09-1.95 (m, 2H), 1.93-1.74 (m, 2H), 1.36 (t, J = 7.1 Hz, 3H), 1.22 (t, J = 7.6 Hz, 3H)
null
[('d', ['1.0Hz'], '1H', 7.88, 7.88), ('m', [], '1H', 7.14, 7.08), ('dd', ['8.3Hz', '1.7Hz'], '1H', 6.99, 6.99), ('q', ['7.1Hz'], '2H', 4.31, 4.31), ('t', ['6.1Hz'], '2H', 3.96, 3.96), ('t', ['6.4Hz'], '2H', 3.23, 3.23), ('q', ['7.6Hz'], '2H', 2.7, 2.7), ('m', [], '2H', 2.09, 1.95), ('m', [], '2H', 1.93, 1.74), ('t', ['...
21
11
21
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3ccc(CC)cc13)CCCC2
6
6
[0.15050707 0.52500002 0.30405188 0.58906254]
[0.14802163 0.58046876 0.84836274 0.81093751]
13C NMR
151 MHz
CDCl3
166.2, 145.9, 138.2, 134.6, 127.0, 122.1, 119.9, 108.7, 102.3, 59.3, 42.6, 29.4, 24.8, 22.7, 20.2, 16.7, 14.8
null
[(166.2, None, None), (145.9, None, None), (138.2, None, None), (134.6, None, None), (127.0, None, None), (122.1, None, None), (119.9, None, None), (108.7, None, None), (102.3, None, None), (59.3, None, None), (42.6, None, None), (29.4, None, None), (24.8, None, None), (22.7, None, None), (20.2, None, None), (16.7, Non...
17
17
17
10.1021_acs.orglett.3c01288
O(c1ccc2c(c1)c(C(=O)OCC)c1n2CCCC1)C(F)(F)F
7
7
[0.15354483 0.08876954 0.32752546 0.15400391]
[0.14802163 0.14462891 0.84836274 0.37578128]
1H NMR
600 MHz
CDCl3
7.91 (d, J = 2.4 Hz, 1H), 7.18 (d, J = 5.5 Hz, 1H), 7.07-6.96 (m, 1H), 4.31 (q, J = 7.1 Hz, 2H), 4.00 (t, J = 6.2 Hz, 2H), 3.26 (t, J = 6.5 Hz, 2H), 2.22-1.97 (m, 2H), 1.94-1.77 (m, 2H), 1.36 (t, J = 7.1 Hz, 3H)
null
[('d', ['2.4Hz'], '1H', 7.91, 7.91), ('d', ['5.5Hz'], '1H', 7.18, 7.18), ('m', [], '1H', 7.07, 6.96), ('q', ['7.1Hz'], '2H', 4.31, 4.31), ('t', ['6.2Hz'], '2H', 4.0, 4.0), ('t', ['6.5Hz'], '2H', 3.26, 3.26), ('m', [], '2H', 2.22, 1.97), ('m', [], '2H', 1.94, 1.77), ('t', ['7.1Hz'], '3H', 1.36, 1.36)]
16
9
16
10.1021_acs.orglett.3c01288
O(c1ccc2c(c1)c(C(=O)OCC)c1n2CCCC1)C(F)(F)F
7
7
[0.15354483 0.08876954 0.32752546 0.15400391]
[0.14802163 0.14462891 0.84836274 0.37578128]
19F NMR
565 MHz
CDCl3
-57.9
null
[(-57.9, None, None)]
3
1
1
10.1021_acs.orglett.3c01288
O(c1ccc2c(c1)c(C(=O)OCC)c1n2CCCC1)C(F)(F)F
7
7
[0.15354483 0.08876954 0.32752546 0.15400391]
[0.14802163 0.14462891 0.84836274 0.37578128]
13C NMR
151 MHz
CDCl3
165.6, 147.5, 144.9, 134.3, 127.2, 120.9 (q, J = 255.8 Hz), 115.5, 113.9, 109.5, 103.2, 59.6, 42.8, 24.7, 22.6, 19.9, 14.7
null
[(165.6, None, None), (147.5, None, None), (144.9, None, None), (134.3, None, None), (127.2, None, None), (120.9, 'q', 255.8), (115.5, None, None), (113.9, None, None), (109.5, None, None), (103.2, None, None), (59.6, None, None), (42.8, None, None), (24.7, None, None), (22.6, None, None), (19.9, None, None), (14.7, No...
16
16
16
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3ccc(OC)cc13)CCCC2
7
7
[0.15244018 0.41406254 0.32890626 0.47812502]
[0.14857395 0.46875004 0.85057205 0.69921882]
1H NMR
600 MHz
CDCl3
7.58 (d, J = 2.5 Hz, 1H), 7.09 (d, J = 8.7 Hz, 1H), 6.78 (dd, J = 8.7, 2.5 Hz, 1H), 4.30 (q, J = 7.1 Hz, 2H), 3.96 (t, J = 6.2 Hz, 2H), 3.81 (s, 3H), 3.23 (t, J = 6.5 Hz, 2H), 2.22-1.96 (m, 2H), 1.91-1.73 (m, 2H), 1.36 (t, J = 7.1 Hz, 3H)
null
[('d', ['2.5Hz'], '1H', 7.58, 7.58), ('d', ['8.7Hz'], '1H', 7.09, 7.09), ('dd', ['8.7Hz', '2.5Hz'], '1H', 6.78, 6.78), ('q', ['7.1Hz'], '2H', 4.3, 4.3), ('t', ['6.2Hz'], '2H', 3.96, 3.96), ('s', [], '3H', 3.81, 3.81), ('t', ['6.5Hz'], '2H', 3.23, 3.23), ('m', [], '2H', 2.22, 1.96), ('m', [], '2H', 1.91, 1.73), ('t', ['...
19
10
19
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3ccc(OC)cc13)CCCC2
7
7
[0.15244018 0.41406254 0.32890626 0.47812502]
[0.14857395 0.46875004 0.85057205 0.69921882]
13C NMR
151 MHz
CDCl3
166.2, 156.0, 145.9, 131.1, 127.7, 111.4, 109.6, 103.4, 102.4, 59.3, 55.9, 42.6, 24.8, 22.6, 20.1, 14.8
null
[(166.2, None, None), (156.0, None, None), (145.9, None, None), (131.1, None, None), (127.7, None, None), (111.4, None, None), (109.6, None, None), (103.4, None, None), (102.4, None, None), (59.3, None, None), (55.9, None, None), (42.6, None, None), (24.8, None, None), (22.6, None, None), (20.1, None, None), (14.8, Non...
16
16
16
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3cc(C)cc(C)c13)CCCC2
8
8
[0.15188787 0.22695314 0.29107238 0.29257815]
[0.14691699 0.09375001 0.84725811 0.19121095]
1H NMR
600 MHz
CDCl3
6.83 (s, 1H), 6.77 (s, 1H), 4.27 (q, J = 7.1 Hz, 2H), 3.92 (t, J = 6.2 Hz, 2H), 3.15 (t, J = 6.4 Hz, 2H), 2.62 (s, 3H), 2.35 (s, 3H), 2.04-1.93 (m, 2H), 1.88-1.75 (m, 2H), 1.32 (t, J = 7.1 Hz, 3H)
null
[('s', [], '1H', 6.83, 6.83), ('s', [], '1H', 6.77, 6.77), ('q', ['7.1Hz'], '2H', 4.27, 4.27), ('t', ['6.2Hz'], '2H', 3.92, 3.92), ('t', ['6.4Hz'], '2H', 3.15, 3.15), ('s', [], '3H', 2.62, 2.62), ('s', [], '3H', 2.35, 2.35), ('m', [], '2H', 2.04, 1.93), ('m', [], '2H', 1.88, 1.75), ('t', ['7.1Hz'], '3H', 1.32, 1.32)]
21
10
21
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3cc(C)cc(C)c13)CCCC2
8
8
[0.15188787 0.22695314 0.29107238 0.29257815]
[0.14691699 0.09375001 0.84725811 0.19121095]
13C NMR
151 MHz
CDCl3
166.1, 144.1, 137.1, 131.6, 131.0, 126.1, 122.8, 106.8, 104.1, 59.6, 42.6, 25.0, 22.7, 22.7, 21.6, 20.6, 14.7
null
[(166.1, None, None), (144.1, None, None), (137.1, None, None), (131.6, None, None), (131.0, None, None), (126.1, None, None), (122.8, None, None), (106.8, None, None), (104.1, None, None), (59.6, None, None), (42.6, None, None), (25.0, None, None), (22.7, None, None), (22.7, None, None), (21.6, None, None), (20.6, Non...
17
17
17
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3cc(OC)cc(OC)c13)CCCC2
8
8
[0.15133554 0.52929691 0.31647907 0.60195318]
[0.14857395 0.60781255 0.85057205 0.80312501]
1H NMR
600 MHz
CDCl3
6.27 (q, J = 2.1 Hz, 2H), 4.27 (q, J = 7.1 Hz, 2H), 3.89 (t, J = 6.2 Hz, 2H), 3.83 (s, 3H), 3.78 (s, 3H), 3.13 (t, J = 6.5 Hz, 2H), 2.07-1.91 (m, 2H), 1.87-1.71 (m, 2H), 1.32 (t, J = 7.1 Hz, 3H)
null
[('q', ['2.1Hz'], '2H', 6.27, 6.27), ('q', ['7.1Hz'], '2H', 4.27, 4.27), ('t', ['6.2Hz'], '2H', 3.89, 3.89), ('s', [], '3H', 3.83, 3.83), ('s', [], '3H', 3.78, 3.78), ('t', ['6.5Hz'], '2H', 3.13, 3.13), ('m', [], '2H', 2.07, 1.91), ('m', [], '2H', 1.87, 1.71), ('t', ['7.1Hz'], '3H', 1.32, 1.32)]
21
10
21
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3cc(OC)cc(OC)c13)CCCC2
8
8
[0.15133554 0.52929691 0.31647907 0.60195318]
[0.14857395 0.60781255 0.85057205 0.80312501]
13C NMR
151 MHz
CDCl3
165.8, 157.2, 154.2, 142.5, 138.2, 110.1, 103.5, 94.2, 85.3, 59.7, 55.8, 55.7, 42.9, 24.8, 22.8, 20.5, 14.7
null
[(165.8, None, None), (157.2, None, None), (154.2, None, None), (142.5, None, None), (138.2, None, None), (110.1, None, None), (103.5, None, None), (94.2, None, None), (85.3, None, None), (59.7, None, None), (55.8, None, None), (55.7, None, None), (42.9, None, None), (24.8, None, None), (22.8, None, None), (20.5, None,...
17
17
17
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c(C)n(CCCC)c2ccccc12
9
9
[0.1516117 0.57031254 0.29245318 0.65312503]
[0.14802163 0.64453125 0.84946742 0.84843753]
1H NMR
600 MHz
CDCl3
8.08-8.03 (m, 1H), 7.29-7.21 (m, 1H), 7.18-7.03 (m, 2H), 4.33 (q, J = 7.1 Hz, 2H), 4.16-3.82 (m, 2H), 2.71 (s, 3H), 1.89-1.63 (m, 2H), 1.38 (t, J = 7.1 Hz, 3H), 1.32 (h, J = 7.4 Hz, 2H), 0.89 (t, J = 7.4 Hz, 3H)
null
[('m', [], '1H', 8.08, 8.03), ('m', [], '1H', 7.29, 7.21), ('m', [], '2H', 7.18, 7.03), ('q', ['7.1Hz'], '2H', 4.33, 4.33), ('m', [], '2H', 4.16, 3.82), ('s', [], '3H', 2.71, 2.71), ('m', [], '2H', 1.89, 1.63), ('t', ['7.1Hz'], '3H', 1.38, 1.38), ('hept', ['7.4Hz'], '2H', 1.32, 1.32), ('t', ['7.4Hz'], '3H', 0.89, 0.89)...
21
11
21
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c(C)n(CCCC)c2ccccc12
9
9
[0.1516117 0.57031254 0.29245318 0.65312503]
[0.14802163 0.64453125 0.84946742 0.84843753]
13C NMR
151 MHz
CDCl3
166.4, 145.0, 136.0, 126.8, 122.0, 121.6, 121.6, 109.5, 104.1, 59.5, 43.2, 32.0, 20.4, 14.8, 13.9, 12.0
null
[(166.4, None, None), (145.0, None, None), (136.0, None, None), (126.8, None, None), (122.0, None, None), (121.6, None, None), (121.6, None, None), (109.5, None, None), (104.1, None, None), (59.5, None, None), (43.2, None, None), (32.0, None, None), (20.4, None, None), (14.8, None, None), (13.9, None, None), (12.0, Non...
16
16
16
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c(CCC)n(CC)c2ccccc12
10
10
[0.1516117 0.0881836 0.29245318 0.15341797]
[0.1474693 0.14492188 0.85057205 0.34804689]
1H NMR
600 MHz
CDCl3
8.23-7.94 (m, 1H), 7.31-7.22 (m, 1H), 7.18-7.06 (m, 2H), 4.32 (q, J = 7.1 Hz, 2H), 4.13 (q, J = 7.3 Hz, 2H), 3.34-2.83 (m, 2H), 1.73-1.59 (m, 2H), 1.38 (t, J = 7.1 Hz, 3H), 1.33 (t, J = 7.3 Hz, 3H), 1.00 (t, J = 7.4 Hz, 3H)
null
[('m', [], '1H', 8.23, 7.94), ('m', [], '1H', 7.31, 7.22), ('m', [], '2H', 7.18, 7.06), ('q', ['7.1Hz'], '2H', 4.32, 4.32), ('q', ['7.3Hz'], '2H', 4.13, 4.13), ('m', [], '2H', 3.34, 2.83), ('m', [], '2H', 1.73, 1.59), ('t', ['7.1Hz'], '3H', 1.38, 1.38), ('t', ['7.3Hz'], '3H', 1.33, 1.33), ('t', ['7.4Hz'], '3H', 1.0, 1....
21
11
21
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c(CCC)n(CC)c2ccccc12
10
10
[0.1516117 0.0881836 0.29245318 0.15341797]
[0.1474693 0.14492188 0.85057205 0.34804689]
13C NMR
151 MHz
CDCl3
166.0, 149.0, 135.5, 127.1, 122.1, 121.8, 121.7, 109.5, 103.7, 59.4, 38.0, 27.6, 23.4, 15.4, 14.7, 14.4
null
[(166.0, None, None), (149.0, None, None), (135.5, None, None), (127.1, None, None), (122.1, None, None), (121.8, None, None), (121.7, None, None), (109.5, None, None), (103.7, None, None), (59.4, None, None), (38.0, None, None), (27.6, None, None), (23.4, None, None), (15.4, None, None), (14.7, None, None), (14.4, Non...
16
16
16
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3c(Br)cc(OC)cc13)CCCC2
10
10
[0.15188787 0.38671879 0.31592676 0.46796879]
[0.14802163 0.45937501 0.84836274 0.6640625 ]
1H NMR
600 MHz
CDCl3
7.61 (d, J = 2.4 Hz, 1H), 6.94 (d, J = 2.4 Hz, 1H), 4.59 (t, J = 6.2 Hz, 2H), 4.29 (q, J = 7.1 Hz, 2H), 3.78 (s, 3H), 3.24 (t, J = 6.5 Hz, 2H), 2.03-1.91 (m, 2H), 1.88-1.75 (m, 2H), 1.35 (t, J = 7.1 Hz, 3H)
null
[('d', ['2.4Hz'], '1H', 7.61, 7.61), ('d', ['2.4Hz'], '1H', 6.94, 6.94), ('t', ['6.2Hz'], '2H', 4.59, 4.59), ('q', ['7.1Hz'], '2H', 4.29, 4.29), ('s', [], '3H', 3.78, 3.78), ('t', ['6.5Hz'], '2H', 3.24, 3.24), ('m', [], '2H', 2.03, 1.91), ('m', [], '2H', 1.88, 1.75), ('t', ['7.1Hz'], '3H', 1.35, 1.35)]
18
9
18
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3c(Br)cc(OC)cc13)CCCC2
10
10
[0.15188787 0.38671879 0.31592676 0.46796879]
[0.14802163 0.45937501 0.84836274 0.6640625 ]
13C NMR
151 MHz
CDCl3
165.6, 155.6, 147.6, 130.5, 128.3, 116.8, 103.6, 102.9, 102.7, 59.5, 55.9, 46.5, 25.5, 23.2, 19.4, 14.8
null
[(165.6, None, None), (155.6, None, None), (147.6, None, None), (130.5, None, None), (128.3, None, None), (116.8, None, None), (103.6, None, None), (102.9, None, None), (102.7, None, None), (59.5, None, None), (55.9, None, None), (46.5, None, None), (25.5, None, None), (23.2, None, None), (19.4, None, None), (14.8, Non...
16
16
16
10.1021_acs.orglett.3c01288
c1(C(C)(C)C)ccc2c(c1)c(C(=O)OCC)c1n2CCCCC1
11
11
[0.15133554 0.52929691 0.31592676 0.60195318]
[0.1474693 0.59296879 0.85001971 0.83046876]
1H NMR
600 MHz
CDCl3
8.12 (d, J = 1.9 Hz, 1H), 7.24 (dd, J = 8.7, 2.0 Hz, 1H), 7.16 (d, J = 8.6 Hz, 1H), 4.32 (q, J = 7.1 Hz, 2H), 4.21-4.02 (m, 2H), 3.56-3.22 (m, 2H), 1.92-1.76 (m, 2H), 1.72-1.61 (m, 4H), 1.40 (t, J = 7.1 Hz, 3H), 1.33 (s, 9H)
null
[('d', ['1.9Hz'], '1H', 8.12, 8.12), ('dd', ['8.7Hz', '2.0Hz'], '1H', 7.24, 7.24), ('d', ['8.6Hz'], '1H', 7.16, 7.16), ('q', ['7.1Hz'], '2H', 4.32, 4.32), ('m', [], '2H', 4.21, 4.02), ('m', [], '2H', 3.56, 3.22), ('m', [], '2H', 1.92, 1.76), ('m', [], '4H', 1.72, 1.61), ('t', ['7.1Hz'], '3H', 1.4, 1.4), ('s', [], '9H',...
27
11
27
10.1021_acs.orglett.3c01288
c1(C(C)(C)C)ccc2c(c1)c(C(=O)OCC)c1n2CCCCC1
11
11
[0.15133554 0.52929691 0.31592676 0.60195318]
[0.1474693 0.59296879 0.85001971 0.83046876]
13C NMR
151 MHz
CDCl3
166.5, 151.3, 144.3, 134.1, 126.3, 120.0, 117.9, 108.4, 102.8, 59.3, 44.7, 34.7, 31.9, 31.0, 28.5, 26.5, 25.7, 14.6
null
[(166.5, None, None), (151.3, None, None), (144.3, None, None), (134.1, None, None), (126.3, None, None), (120.0, None, None), (117.9, None, None), (108.4, None, None), (102.8, None, None), (59.3, None, None), (44.7, None, None), (34.7, None, None), (31.9, None, None), (31.0, None, None), (28.5, None, None), (26.5, Non...
20
18
18
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3cc(OC)ccc13)CCCC2
12
12
[0.15133554 0.08847657 0.31647907 0.15371095]
[0.14802163 0.1444336 0.85001971 0.37500004]
1H NMR
600 MHz
CDCl3
7.91 (d, J = 8.7 Hz, 1H), 6.83 (dd, J = 8.7, 2.3 Hz, 1H), 6.69 (d, J = 2.3 Hz, 1H), 4.29 (q, J = 7.1 Hz, 2H), 3.94 (t, J = 6.2 Hz, 2H), 3.80 (s, 3H), 3.23 (t, J = 6.4 Hz, 2H), 2.18-1.95 (m, 2H), 1.92-1.79 (m, 2H), 1.35 (t, J = 7.1 Hz, 3H)
null
[('d', ['8.7Hz'], '1H', 7.91, 7.91), ('dd', ['8.7Hz', '2.3Hz'], '1H', 6.83, 6.83), ('d', ['2.3Hz'], '1H', 6.69, 6.69), ('q', ['7.1Hz'], '2H', 4.29, 4.29), ('t', ['6.2Hz'], '2H', 3.94, 3.94), ('s', [], '3H', 3.8, 3.8), ('t', ['6.4Hz'], '2H', 3.23, 3.23), ('m', [], '2H', 2.18, 1.95), ('m', [], '2H', 1.92, 1.79), ('t', ['...
19
10
19
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3cc(OC)ccc13)CCCC2
12
12
[0.15133554 0.08847657 0.31647907 0.15371095]
[0.14802163 0.1444336 0.85001971 0.37500004]
13C NMR
151 MHz
CDCl3
165.0, 155.0, 144.0, 135.6, 120.8, 119.7, 109.8, 101.3, 92.1, 58.2, 54.7, 41.5, 23.6, 21.6, 19.1, 13.7
null
[(165.0, None, None), (155.0, None, None), (144.0, None, None), (135.6, None, None), (120.8, None, None), (119.7, None, None), (109.8, None, None), (101.3, None, None), (92.1, None, None), (58.2, None, None), (54.7, None, None), (41.5, None, None), (23.6, None, None), (21.6, None, None), (19.1, None, None), (13.7, None...
16
16
16
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3cccc(OC)c13)CCCC2
12
12
[0.1516117 0.41835939 0.2675988 0.49101565]
[0.14691699 0.48320315 0.84836274 0.71757815]
1H NMR
600 MHz
CDCl3
7.07 (t, J = 8.0 Hz, 1H), 6.83 (dd, J = 8.1, 0.8 Hz, 1H), 6.61 (dd, J = 7.9, 0.8 Hz, 1H), 4.28 (q, J = 7.1 Hz, 2H), 3.96 (t, J = 6.2 Hz, 2H), 3.87 (s, 3H), 3.16 (t, J = 6.5 Hz, 2H), 2.18-1.95 (m, 2H), 1.88-1.81 (m, 2H), 1.33 (t, J = 7.1 Hz, 3H)
null
[('t', ['8.0Hz'], '1H', 7.07, 7.07), ('dd', ['8.1Hz', '0.8Hz'], '1H', 6.83, 6.83), ('dd', ['7.9Hz', '0.8Hz'], '1H', 6.61, 6.61), ('q', ['7.1Hz'], '2H', 4.28, 4.28), ('t', ['6.2Hz'], '2H', 3.96, 3.96), ('s', [], '3H', 3.87, 3.87), ('t', ['6.5Hz'], '2H', 3.16, 3.16), ('m', [], '2H', 2.18, 1.95), ('m', [], '2H', 1.88, 1.8...
19
10
19
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3cccc(OC)c13)CCCC2
12
12
[0.1516117 0.41835939 0.2675988 0.49101565]
[0.14691699 0.48320315 0.84836274 0.71757815]
13C NMR
151 MHz
CDCl3
165.9, 153.7, 143.4, 138.0, 122.7, 115.8, 103.6, 103.5, 102.3, 59.8, 55.9, 42.9, 24.7, 22.7, 20.5, 14.7
null
[(165.9, None, None), (153.7, None, None), (143.4, None, None), (138.0, None, None), (122.7, None, None), (115.8, None, None), (103.6, None, None), (103.5, None, None), (102.3, None, None), (59.8, None, None), (55.9, None, None), (42.9, None, None), (24.7, None, None), (22.7, None, None), (20.5, None, None), (14.7, Non...
16
16
16
10.1021_acs.orglett.3c01288
C(F)(F)(F)c1cccc2c1c(C(=O)OCC)c1n2CCCC1
13
13
[0.1516117 0.23242189 0.2675988 0.30585938]
[0.1474693 0.09394532 0.84891508 0.21933594]
19F NMR
565 MHz
CDCl3
-60.5
null
[(-60.5, None, None)]
3
1
1
10.1021_acs.orglett.3c01288
C(F)(F)(F)c1cccc2c1c(C(=O)OCC)c1n2CCCC1
13
13
[0.1516117 0.23242189 0.2675988 0.30585938]
[0.1474693 0.09394532 0.84891508 0.21933594]
13C NMR
151 MHz
CDCl3
165.5, 148.2, 135.0, 129.1, 126.0, 123.7 (q, J = 32.1 Hz), 121.5, 118.6 (q, J = 3.6 Hz), 106.4 (q, J = 4.3 Hz), 103.1, 59.6, 42.7, 24.7, 22.4, 19.9, 14.7
null
[(165.5, None, None), (148.2, None, None), (135.0, None, None), (129.1, None, None), (126.0, None, None), (123.7, 'q', 32.1), (121.5, None, None), (118.6, 'q', 3.6), (106.4, 'q', 4.3), (103.1, None, None), (59.6, None, None), (42.7, None, None), (24.7, None, None), (22.4, None, None), (19.9, None, None), (14.7, None, N...
16
16
16
10.1021_acs.orglett.3c01288
C(F)(F)(F)c1cccc2c1c(C(=O)OCC)c1n2CCCC1
13
13
[0.1516117 0.23242189 0.2675988 0.30585938]
[0.1474693 0.09394532 0.84891508 0.21933594]
1H NMR
600 MHz
CDCl3
7.50 (d, J = 7.6 Hz, 1H), 7.40 (d, J = 8.2 Hz, 1H), 7.23-7.17 (m, 1H), 4.30 (q, J = 7.2 Hz, 2H), 4.03 (t, J = 6.2 Hz, 2H), 3.14 (t, J = 6.4 Hz, 2H), 2.35-2.00 (m, 2H), 1.94-1.81 (m, 2H), 1.31 (t, J = 7.2 Hz, 3H)
null
[('d', ['7.6Hz'], '1H', 7.5, 7.5), ('d', ['8.2Hz'], '1H', 7.4, 7.4), ('m', [], '1H', 7.23, 7.17), ('q', ['7.2Hz'], '2H', 4.3, 4.3), ('t', ['6.2Hz'], '2H', 4.03, 4.03), ('t', ['6.4Hz'], '2H', 3.14, 3.14), ('m', [], '2H', 2.35, 2.0), ('m', [], '2H', 1.94, 1.81), ('t', ['7.2Hz'], '3H', 1.31, 1.31)]
16
9
16
10.1021_acs.orglett.3c01288
C(F)(F)(F)c1cccc2c1c(C(=O)OCC)c1n2CCCC1
13
13
[0.1516117 0.23242189 0.2675988 0.30585938]
[0.1474693 0.09394532 0.84891508 0.21933594]
19F NMR
565 MHz
CDCl3
-59.0
null
[(-59.0, None, None)]
3
1
1
10.1021_acs.orglett.3c01288
C(F)(F)(F)c1cccc2c1c(C(=O)OCC)c1n2CCCC1
13
13
[0.1516117 0.23242189 0.2675988 0.30585938]
[0.1474693 0.09394532 0.84891508 0.21933594]
13C NMR
151 MHz
CDCl3
166.2, 144.6, 137.1, 125.8, 121.8 (q, J = 32.3 Hz), 121.2 (q, J = 3.2 Hz), 120.8, 120.7 (q, J = 5.8 Hz), 112.8, 104.8, 60.5, 42.8, 24.1, 22.7, 20.3, 14.2
null
[(166.2, None, None), (144.6, None, None), (137.1, None, None), (125.8, None, None), (121.8, 'q', 32.3), (121.2, 'q', 3.2), (120.8, None, None), (120.7, 'q', 5.8), (112.8, None, None), (104.8, None, None), (60.5, None, None), (42.8, None, None), (24.1, None, None), (22.7, None, None), (20.3, None, None), (14.2, None, N...
16
16
16
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3cc(NC(C)=O)ccc13)CCCC2
13
13
[0.15133554 0.57578127 0.32697315 0.65078126]
[0.14691699 0.64453125 0.84836274 0.87578128]
1H NMR
600 MHz
CDCl3
7.94 (d, J = 1.9 Hz, 1H), 7.92 (d, J = 8.4 Hz, 1H), 7.36 (s, 1H), 6.82 (dd, J = 8.5, 1.9 Hz, 1H), 4.29 (q, J = 7.1 Hz, 2H), 3.96 (t, J = 6.2 Hz, 2H), 3.23 (t, J = 6.4 Hz, 2H), 2.14 (s, 3H), 2.04-1.94 (m, 2H), 1.90-1.77 (m, 2H), 1.35 (t, J = 7.1 Hz, 3H)
null
[('d', ['1.9Hz'], '1H', 7.94, 7.94), ('d', ['8.4Hz'], '1H', 7.92, 7.92), ('s', [], '1H', 7.36, 7.36), ('dd', ['8.5Hz', '1.9Hz'], '1H', 6.82, 6.82), ('q', ['7.1Hz'], '2H', 4.29, 4.29), ('t', ['6.2Hz'], '2H', 3.96, 3.96), ('t', ['6.4Hz'], '2H', 3.23, 3.23), ('s', [], '3H', 2.14, 2.14), ('m', [], '2H', 2.04, 1.94), ('m', ...
20
11
20
10.1021_acs.orglett.3c01288
C(=O)(OCC)c1c2n(c3cc(NC(C)=O)ccc13)CCCC2
13
13
[0.15133554 0.57578127 0.32697315 0.65078126]
[0.14691699 0.64453125 0.84836274 0.87578128]
13C NMR
151 MHz
CDCl3
168.4, 166.0, 146.3, 136.2, 132.7, 123.6, 121.3, 114.7, 102.6, 101.3, 59.4, 42.7, 24.9, 24.8, 22.6, 20.1, 14.8
null
[(168.4, None, None), (166.0, None, None), (146.3, None, None), (136.2, None, None), (132.7, None, None), (123.6, None, None), (121.3, None, None), (114.7, None, None), (102.6, None, None), (101.3, None, None), (59.4, None, None), (42.7, None, None), (24.9, None, None), (24.8, None, None), (22.6, None, None), (20.1, No...
17
17
17
10.1021_acs.orglett.3c01288
O=C(OCc1ccco1)c1c2n(c3ccccc13)CCCC2
20
20
[0.1516117 0.0900879 0.29190087 0.1888672 ]
[0.14857395 0.18007814 0.84891508 0.41328126]
1H NMR
600 MHz
CDCl3
8.25-7.83 (m, 1H), 7.38 (dd, J = 1.9, 0.9 Hz, 1H), 7.24-7.19 (m, 1H), 7.18-7.10 (m, 2H), 6.40 (d, J = 3.2 Hz, 1H), 6.31 (dd, J = 3.3, 1.9 Hz, 1H), 5.25 (s, 2H), 4.00 (t, J = 6.2 Hz, 2H), 3.25 (t, J = 6.5 Hz, 2H), 2.27-1.96 (m, 2H), 1.91-1.66 (m, 2H)
null
[('m', [], '1H', 8.25, 7.83), ('dd', ['1.9Hz', '0.9Hz'], '1H', 7.38, 7.38), ('m', [], '1H', 7.24, 7.19), ('m', [], '2H', 7.18, 7.1), ('d', ['3.2Hz'], '1H', 6.4, 6.4), ('dd', ['3.3Hz', '1.9Hz'], '1H', 6.31, 6.31), ('s', [], '2H', 5.25, 5.25), ('t', ['6.2Hz'], '2H', 4.0, 4.0), ('t', ['6.5Hz'], '2H', 3.25, 3.25), ('m', []...
17
12
17
10.1021_acs.orglett.3c01288
O=C(OCc1ccco1)c1c2n(c3ccccc13)CCCC2
20
20
[0.1516117 0.0900879 0.29190087 0.1888672 ]
[0.14857395 0.18007814 0.84891508 0.41328126]
13C NMR
151 MHz
CDCl3
165.5, 150.8, 146.4, 143.1, 136.1, 126.7, 122.2, 121.9, 121.3, 110.6, 110.0, 108.9, 102.2, 57.1, 42.6, 24.7, 22.6, 20.1
null
[(165.5, None, None), (150.8, None, None), (146.4, None, None), (143.1, None, None), (136.1, None, None), (126.7, None, None), (122.2, None, None), (121.9, None, None), (121.3, None, None), (110.6, None, None), (110.0, None, None), (108.9, None, None), (102.2, None, None), (57.1, None, None), (42.6, None, None), (24.7,...
18
18
18
10.1021_acs.orglett.3c01288
O=C(OC1CCCC1)c1c2n(c3ccccc13)CCCC2
20
20
[0.1516117 0.4558594 0.26677032 0.54570315]
[0.14802163 0.56484376 0.84725811 0.74648439]
1H NMR
600 MHz
CDCl3
8.02 (d, J = 6.8 Hz, 1H), 7.26-7.20 (m, 1H), 7.18-7.11 (m, 2H), 5.39 (tt, J = 5.9, 2.8 Hz, 1H), 4.01 (t, J = 6.1 Hz, 2H), 3.26 (t, J = 6.5 Hz, 2H), 2.12-1.97 (m, 2H), 1.97-1.73 (m, 6H), 1.71-1.59 (m, 4H)
null
[('d', ['6.8Hz'], '1H', 8.02, 8.02), ('m', [], '1H', 7.26, 7.2), ('m', [], '2H', 7.18, 7.11), ('tt', ['5.9Hz', '2.8Hz'], '1H', 5.39, 5.39), ('t', ['6.1Hz'], '2H', 4.01, 4.01), ('t', ['6.5Hz'], '2H', 3.26, 3.26), ('m', [], '2H', 2.12, 1.97), ('m', [], '6H', 1.97, 1.73), ('m', [], '4H', 1.71, 1.59)]
21
11
21
10.1021_acs.orglett.3c01288
O=C(OC1CCCC1)c1c2n(c3ccccc13)CCCC2
20
20
[0.1516117 0.4558594 0.26677032 0.54570315]
[0.14802163 0.56484376 0.84725811 0.74648439]
13C NMR
151 MHz
CDCl3
165.8, 145.7, 135.9, 126.7, 121.9, 121.6, 121.1, 108.8, 102.9, 75.9, 42.5, 33.1, 24.6, 24.0, 22.6, 20.1
null
[(165.8, None, None), (145.7, None, None), (135.9, None, None), (126.7, None, None), (121.9, None, None), (121.6, None, None), (121.1, None, None), (108.8, None, None), (102.9, None, None), (75.9, None, None), (42.5, None, None), (33.1, None, None), (24.6, None, None), (24.0, None, None), (22.6, None, None), (20.1, Non...
18
16
16
10.1021_acs.orglett.3c01288
O=C(OC1CCC1)c1c2n(c3ccccc13)CCCC2
20
21
[0.15133554 0.78359376 0.2546193 0.86640629]
[0.14691699 0.09277345 0.85057205 0.27402346]
1H NMR
600 MHz
CDCl3
8.07 (d, J = 7.2 Hz, 1H), 7.23-7.18 (m, 1H), 7.19-7.12 (m, 2H), 5.49-4.85 (m, 1H), 4.00 (t, J = 6.1 Hz, 2H), 3.26 (t, J = 6.5 Hz, 2H), 2.46-2.34 (m, 2H), 2.28-2.12 (m, 2H), 2.09-1.96 (m, 2H), 1.92-1.83 (m, 2H), 1.85-1.76 (m, 1H), 1.73-1.59 (m, 1H)
null
[('d', ['7.2Hz'], '1H', 8.07, 8.07), ('m', [], '1H', 7.23, 7.18), ('m', [], '2H', 7.19, 7.12), ('m', [], '1H', 5.49, 4.85), ('t', ['6.1Hz'], '2H', 4.0, 4.0), ('t', ['6.5Hz'], '2H', 3.26, 3.26), ('m', [], '2H', 2.46, 2.34), ('m', [], '2H', 2.28, 2.12), ('m', [], '2H', 2.09, 1.96), ('m', [], '2H', 1.92, 1.83), ('m', [], ...
19
11
19
10.1021_acs.orglett.3c01288
O=C(OC1CCC1)c1c2n(c3ccccc13)CCCC2
20
21
[0.15133554 0.78359376 0.2546193 0.86640629]
[0.14691699 0.09277345 0.85057205 0.27402346]
13C NMR
151 MHz
CDCl3
165.5, 146.2, 136.1, 126.8, 122.1, 121.8, 121.3, 109.0, 102.5, 68.0, 42.6, 30.9, 24.7, 22.7, 20.2, 14.0
null
[(165.5, None, None), (146.2, None, None), (136.1, None, None), (126.8, None, None), (122.1, None, None), (121.8, None, None), (121.3, None, None), (109.0, None, None), (102.5, None, None), (68.0, None, None), (42.6, None, None), (30.9, None, None), (24.7, None, None), (22.7, None, None), (20.2, None, None), (14.0, Non...
17
16
16
10.1002_anie.201006641
CCOC(=O)C=C(OCC)C(=O)c1ccco1
1
1
[0.4289601 0.11816407 0.5505725 0.19589844]
[0.11719013 0.23203125 0.88334828 0.46796879]
1H NMR
300 MHz
CDCl3
7.60 (s, 1 H), 7.17 (d, J = 3.6 Hz, 1 H), 6.53 (q, J = 19 Hz, 1 H), 5.27 (s, 1 H), 4.03-3.95 (m, 4 H), 1.37 (t, J = 7.5 Hz, 3 H), 1.07 (t, J = 6.7 Hz, 3 H)
none
[('s', [], '1H', 7.6, 7.6), ('d', ['3.6Hz'], '1H', 7.17, 7.17), ('q', ['19Hz'], '1H', 6.53, 6.53), ('s', [], '1H', 5.27, 5.27), ('m', [], '4H', 4.03, 3.95), ('t', ['7.5Hz'], '3H', 1.37, 1.37), ('t', ['6.7Hz'], '3H', 1.07, 1.07)]
14
8
14
10.1002_anie.201006641
CCOC(=O)C=C(OCC)C(=O)c1ccco1
1
1
[0.4289601 0.11816407 0.5505725 0.19589844]
[0.11719013 0.23203125 0.88334828 0.46796879]
13C NMR
75 MHz
CDCl3
178.1, 165.9, 165.5, 151.1, 147.4, 119.5, 112.5, 94.3, 65.9, 60.2, 13.9
none
[(178.1, None, None), (165.9, None, None), (165.5, None, None), (151.1, None, None), (147.4, None, None), (119.5, None, None), (112.5, None, None), (94.3, None, None), (65.9, None, None), (60.2, None, None), (13.9, None, None)]
12
12
11
10.1002_anie.201006641
CCOC(=O)C=C(OCC)C(=O)C(C)(C)C
1
2
[0.43891022 0.7996094 0.56052261 0.86562501]
[0.1182957 0.04589844 0.88334828 0.2810547 ]
1H NMR
300 MHz
CDCl3
5.05 (s, 1 H), 4.10 (q, J = 7.2 Hz, 2 H), 3.91 (q, J = 6.9 Hz, 2 H), 1.36 (t, J = 7.2 Hz, 3 H), 1.22 (s, 9 H), 1.21 (t, J = 7.2 Hz, 3 H)
none
[('s', [], '1H', 5.05, 5.05), ('q', ['7.2Hz'], '2H', 4.1, 4.1), ('q', ['6.9Hz'], '2H', 3.91, 3.91), ('t', ['7.2Hz'], '3H', 1.36, 1.36), ('s', [], '9H', 1.22, 1.22), ('t', ['7.2Hz'], '3H', 1.21, 1.21)]
20
6
20
10.1002_anie.201006641
CCOC(=O)C=C(OCC)C(=O)C(C)(C)C
1
2
[0.43891022 0.7996094 0.56052261 0.86562501]
[0.1182957 0.04589844 0.88334828 0.2810547 ]
13C NMR
75 MHz
CDCl3
207.2, 168.9, 166.6, 91.9, 65.6, 60.1, 43.1, 26.6, 14.0
none
[(207.2, None, None), (168.9, None, None), (166.6, None, None), (91.9, None, None), (65.6, None, None), (60.1, None, None), (43.1, None, None), (26.6, None, None), (14.0, None, None)]
12
10
9
10.1002_anie.201006641
CCOC1=CC(=O)OC1C1CCCCC1
4
4
[0.39689864 0.11816407 0.53841127 0.18144532]
[0.11719013 0.21914064 0.88279547 0.42968754]
1H NMR
300 MHz
CDCl3
4.99-4.98 (m, 1 H), 4.57 (s, 1 H), 4.09-3.99 (m, 2 H), 1.82-1.53 (m, 5 H), 1.38 (td, J = 7.1 Hz, J = 2.0 Hz, 3 H), 1.33-1.06 (m, 6 H)
none
[('m', [], '1H', 4.99, 4.98), ('s', [], '1H', 4.57, 4.57), ('m', [], '2H', 4.09, 3.99), ('m', [], '5H', 1.82, 1.53), ('td', "['7.1Hz', '2.0Hz']", '3H', 1.38, 1.38), ('m', [], '6H', 1.33, 1.06)]
18
8
18
10.1002_anie.201006641
CCOC1=CC(=O)OC1C1CCCCC1
4
4
[0.39689864 0.11816407 0.53841127 0.18144532]
[0.11719013 0.21914064 0.88279547 0.42968754]
13C NMR
75 MHz
CDCl3
180.4, 173.1, 89.1, 82.8, 68.4, 39.2, 28.9, 26.1, 25.9, 25.7, 25.0, 14.0
none
[(180.4, None, None), (173.1, None, None), (89.1, None, None), (82.8, None, None), (68.4, None, None), (39.2, None, None), (28.9, None, None), (26.1, None, None), (25.9, None, None), (25.7, None, None), (25.0, None, None), (14.0, None, None)]
12
10
12
10.1002_anie.201006641
C(C1=C(c2ccc(Cl)cc2)OCC1)(OCC)=O
6
6
[0.42343227 0.32734376 0.56494489 0.39140628]
[0.11719013 0.41875003 0.88224267 0.65468751]
1H NMR
300 MHz
CDCl3
7.74 (dq, J = 8.6 Hz, J = 1.9 Hz, 2 H), 7.32 (dq, J = 8.6 Hz, J = 2.6 Hz, 2 H), 5.54-4.46 (m, 2 H), 4.13 (qd, J = 2.4 Hz, 2 H), 3.08 (td, J = 2.9 Hz, 2 H), 1.21 (td, J = 2.4 Hz, 3 H)
none
[('dq', "['8.6Hz', '1.9Hz']", '2H', 7.74, 7.74), ('dq', "['8.6Hz', '2.6Hz']", '2H', 7.32, 7.32), ('m', [], '2H', 5.54, 4.46), ('qd', ['2.4Hz'], '2H', 4.13, 4.13), ('td', ['2.9Hz'], '2H', 3.08, 3.08), ('td', ['2.4Hz'], '3H', 1.21, 1.21)]
13
6
13
10.1002_anie.201006641
C(C1=C(c2ccc(Cl)cc2)OCC1)(OCC)=O
6
6
[0.42343227 0.32734376 0.56494489 0.39140628]
[0.11719013 0.41875003 0.88224267 0.65468751]
13C NMR
75 MHz
CDCl3
165.1, 164.2, 136.1, 130.7, 127.8, 103.2, 69.9, 59.8, 31.7, 14.2
none
[(165.1, None, None), (164.2, None, None), (136.1, None, None), (130.7, None, None), (127.8, None, None), (103.2, None, None), (69.9, None, None), (59.8, None, None), (31.7, None, None), (14.2, None, None)]
13
11
10
10.1002_anie.201006641
CCOC1=C(Cl)C(=O)OC1C1CCCCC1
10
10
[0.38860689 0.26835939 0.52680279 0.33320313]
[0.11719013 0.36914066 0.88224267 0.57851564]
1H NMR
300 MHz
CDCl3
4.66 (q, J = 6.9 Hz, 2 H), 4.51 (d, J = 3.0 Hz, 1 H), 1.85-1.56 (m, 5 H), 1.40 (t, J = 7.1 Hz, 3 H), 1.81-1.04 (m, 6 H)
none
[('q', ['6.9Hz'], '2H', 4.66, 4.66), ('d', ['3.0Hz'], '1H', 4.51, 4.51), ('m', [], '5H', 1.85, 1.56), ('t', ['7.1Hz'], '3H', 1.4, 1.4), ('m', [], '6H', 1.81, 1.04)]
17
7
17
10.1002_anie.201006641
CCOC1=C(Cl)C(=O)OC1C1CCCCC1
10
10
[0.38860689 0.26835939 0.52680279 0.33320313]
[0.11719013 0.36914066 0.88224267 0.57851564]
13C NMR
75 MHz
CDCl3
169.1, 92.6, 81.8, 68.1, 39.2, 28.8, 26.1, 25.7, 25.6, 24.6, 15.3
none
[(169.1, None, None), (92.6, None, None), (81.8, None, None), (68.1, None, None), (39.2, None, None), (28.8, None, None), (26.1, None, None), (25.7, None, None), (25.6, None, None), (24.6, None, None), (15.3, None, None)]
12
10
11
10.1002_anie.201006641
S(/C(=C/C(OCC)=O)CC(C(OCC)=O)=C)(c1ccccc1)(=O)=O
12
12
[0.41403496 0.61171876 0.5511253 0.68515631]
[0.11719013 0.72031256 0.88279547 0.90781256]
1H NMR
300 MHz
CDCl3
7.86-7.82 (m, 2 H), 7.65-7.60 (m, 1 H), 7.55-7.49 (m, 2 H), 7.13 (d, J = 0.7 Hz, 1 H), 6.07 (s, 1 H), 5.34 (t, J = 1.7 Hz, 1 H), 4.23-4.09 (m, 4 H), 3.75 (s, 2 H), 1.34-1.16 (m, 6 H)
none
[('m', [], '2H', 7.86, 7.82), ('m', [], '1H', 7.65, 7.6), ('m', [], '2H', 7.55, 7.49), ('d', ['0.7Hz'], '1H', 7.13, 7.13), ('s', [], '1H', 6.07, 6.07), ('t', ['1.7Hz'], '1H', 5.34, 5.34), ('m', [], '4H', 4.23, 4.09), ('s', [], '2H', 3.75, 3.75), ('m', [], '6H', 1.34, 1.16)]
20
10
20
10.1002_anie.201006641
S(/C(=C/C(OCC)=O)CC(C(OCC)=O)=C)(c1ccccc1)(=O)=O
12
12
[0.41403496 0.61171876 0.5511253 0.68515631]
[0.11719013 0.72031256 0.88279547 0.90781256]
13C NMR
75 MHz
CDCl3
165.8, 163.8, 153.9, 137.7, 135.1, 134.1, 129.4, 128.9, 128.6, 125.7, 61.5, 61.0, 28.7, 14.0
none
[(165.8, None, None), (163.8, None, None), (153.9, None, None), (137.7, None, None), (135.1, None, None), (134.1, None, None), (129.4, None, None), (128.9, None, None), (128.6, None, None), (125.7, None, None), (61.5, None, None), (61.0, None, None), (28.7, None, None), (14.0, None, None)]
17
15
14
10.1002_anie.201006641
C(/C=C(/N(C)C)\C=C(\C(OCC)=O)/C)(F)(F)F
14
14
[0.37920958 0.22070314 0.51408881 0.29179689]
[0.11774292 0.31953126 0.88279547 0.55546878]
1H NMR
300 MHz
CDCl3
7.28 (s, 1 H), 5.22 (s, 1 H), 4.17 (q, J = 7.0 Hz, 2 H), 3.02 (s, 6 H), 1.71 (d, J = 1.2 Hz, 3 H), 1.25 (t, J = 7.0 Hz, 3 H)
isomerized compound E-7r
[('s', [], '1H', 7.28, 7.28), ('s', [], '1H', 5.22, 5.22), ('q', ['7.0Hz'], '2H', 4.17, 4.17), ('s', [], '6H', 3.02, 3.02), ('d', ['1.2Hz'], '3H', 1.71, 1.71), ('t', ['7.0Hz'], '3H', 1.25, 1.25)]
16
6
16
10.1002_anie.201006641
C(/C=C(/N(C)C)\C=C(\C(OCC)=O)/C)(F)(F)F
14
14
[0.37920958 0.22070314 0.51408881 0.29179689]
[0.11774292 0.31953126 0.88279547 0.55546878]
13C NMR
75 MHz
CDCl3
175.1 (q, J = 31.4 Hz), 166.9, 163.7, 133.8, 132.7, 117.9 (q, J = 292.0 Hz), 87.3, 61.5, 41.7 (d, J = 57.8 Hz)
isomerized compound E-7r
[(175.1, 'q', 31.4), (166.9, None, None), (163.7, None, None), (133.8, None, None), (132.7, None, None), (117.9, 'q', 292.0), (87.3, None, None), (61.5, None, None), (41.7, 'd', 57.8)]
11
10
9
10.1002_anie.201006641
[C-]#[N+]C(=C(CCC)CCC)c1cnc(Cl)nc1
14
15
[0.42840733 0.83046876 0.53785847 0.91484378]
[0.11774292 0.06914063 0.88279547 0.35351566]
1H NMR
300 MHz
CDCl3
8.53 (s, 2 H), 2.6-2.55 (m, 2 H), 2.16-2.10 (m, 2 H), 1.68-1.56 (m, 2 H), 1.52-1.39 (m, 2 H), 1.02 (t, J = 7.3 Hz, 3 H), 0.84 (t, J = 7.5 Hz, 3 H)
none
[('s', [], '2H', 8.53, 8.53), ('m', [], '2H', 2.6, 2.55), ('m', [], '2H', 2.16, 2.1), ('m', [], '2H', 1.68, 1.56), ('m', [], '2H', 1.52, 1.39), ('t', ['7.3Hz'], '3H', 1.02, 1.02), ('t', ['7.5Hz'], '3H', 0.84, 0.84)]
16
4
16
10.1002_anie.201006641
[C-]#[N+]C(=C(CCC)CCC)c1cnc(Cl)nc1
14
15
[0.42840733 0.83046876 0.53785847 0.91484378]
[0.11774292 0.06914063 0.88279547 0.35351566]
13C NMR
75 MHz
CDCl3
168.2, 160.9, 127.2, 117.0, 103.5, 37.6, 34.0, 21.6, 13.9
none
[(168.2, None, None), (160.9, None, None), (127.2, None, None), (117.0, None, None), (103.5, None, None), (37.6, None, None), (34.0, None, None), (21.6, None, None), (13.9, None, None)]
13
9
9
10.1002_anie.201006641
[C-]#[N+]C(=C(CCC)CCC)C(O)c1ccc(N(C)C)cc1
15
15
[0.36760113 0.63750003 0.5583115 0.69375001]
[0.11719013 0.75234376 0.88224267 0.91484378]
1H NMR
300 MHz
CDCl3
7.33-7.28 (m, 2 H), 6.74-6.69 (m, 2 H), 5.51 (s, 1 H), 2.94 (s, 6 H), 2.41 (t, J = 8.1 Hz, 2 H), 2.25 (t, J = 7.9 Hz, 2 H), 1.61-1.35 (m, 5 H), 0.96 (q, J = 8.3 Hz, 6 H)
none
[('m', [], '2H', 7.33, 7.28), ('m', [], '2H', 6.74, 6.69), ('s', [], '1H', 5.51, 5.51), ('s', [], '6H', 2.94, 2.94), ('t', ['8.1Hz'], '2H', 2.41, 2.41), ('t', ['7.9Hz'], '2H', 2.25, 2.25), ('m', [], '5H', 1.61, 1.35), ('q', ['8.3Hz'], '6H', 0.96, 0.96)]
26
8
26
10.1002_anie.201006641
[C-]#[N+]C(=C(CCC)CCC)C(O)c1ccc(N(C)C)cc1
15
15
[0.36760113 0.63750003 0.5583115 0.69375001]
[0.11719013 0.75234376 0.88224267 0.91484378]
13C NMR
75 MHz
CDCl3
100.4, 150.3, 128.8, 126.8, 117.4, 115.0, 112.4, 69.3, 40.4, 38.0, 33.6, 21.4, 14.1, 13.8
none
[(100.4, None, None), (150.3, None, None), (128.8, None, None), (126.8, None, None), (117.4, None, None), (115.0, None, None), (112.4, None, None), (69.3, None, None), (40.4, None, None), (38.0, None, None), (33.6, None, None), (21.4, None, None), (14.1, None, None), (13.8, None, None)]
18
12
14
10.1002_anie.201006641
[C-]#[N+]C(SC)=C(CCC)CCC
16
16
[0.43780466 0.41601566 0.53122507 0.45664065]
[0.11719013 0.48359379 0.88224267 0.67109379]
1H NMR
300 MHz
CDCl3
2.44-2.31 (m, 7 H), 1.57-1.37 (m, 4 H), 0.95-0.90 (m, 6 H)
none
[('m', [], '7H', 2.44, 2.31), ('m', [], '4H', 1.57, 1.37), ('m', [], '6H', 0.95, 0.9)]
17
4
17
10.1002_anie.201006641
[C-]#[N+]C(SC)=C(CCC)CCC
16
16
[0.43780466 0.41601566 0.53122507 0.45664065]
[0.11719013 0.48359379 0.88224267 0.67109379]
13C NMR
75 MHz
CDCl3
164.1, 115.3, 105.0, 38.3, 34.9, 21.4, 21.0, 16.8, 13.9, 13.6
none
[(164.1, None, None), (115.3, None, None), (105.0, None, None), (38.3, None, None), (34.9, None, None), (21.4, None, None), (21.0, None, None), (16.8, None, None), (13.9, None, None), (13.6, None, None)]
10
7
10
10.1002_anie.201006641
[C-]#[N+]C(=C(CCC)CCC)c1ccc(C(=O)OCC)cc1
17
17
[0.37810402 0.64101564 0.5207222 0.72617193]
[0.11719013 0.76171882 0.88224267 0.92421876]
1H NMR
300 MHz
CDCl3
8.05-8.03 (m, 2 H), 7.24-7.32 (m, 2 H), 4.37 (q, J = 7.2 Hz, J = 1.0 Hz, 2 H), 2.56-2.53 (m, 2 H), 2.15-2.13 (m, 2 H), 1.65-1.59 (m, 2 H), 1.15-1.89 (m, 2 H), 1.38 (t, J = 7.2 Hz, 3 H), 1.02 (t, J = 7.6 Hz, 3 H), 0.80 (t, J = 7.2 Hz, 3 H)
none
[('m', [], '2H', 8.05, 8.03), ('m', [], '2H', 7.32, 7.24), ('q', "['7.2Hz', '1.0Hz']", '2H', 4.37, 4.37), ('m', [], '2H', 2.56, 2.53), ('m', [], '2H', 2.15, 2.13), ('m', [], '2H', 1.65, 1.59), ('m', [], '2H', 1.89, 1.15), ('t', ['7.2Hz'], '3H', 1.38, 1.38), ('t', ['7.6Hz'], '3H', 1.02, 1.02), ('t', ['7.2Hz'], '3H', 0.8...
23
7
23
10.1002_anie.201006641
[C-]#[N+]C(=C(CCC)CCC)c1ccc(C(=O)OCC)cc1
17
17
[0.37810402 0.64101564 0.5207222 0.72617193]
[0.11719013 0.76171882 0.88224267 0.92421876]
13C NMR
75 MHz
CDCl3
165.7, 163.9, 138.5, 130.1, 129.6, 128.7, 18.1, 110.4, 60.9, 37.1, 33.6, 21.4, 21.0, 14.0, 13.7
none
[(165.7, None, None), (163.9, None, None), (138.5, None, None), (130.1, None, None), (129.6, None, None), (128.7, None, None), (18.1, None, None), (110.4, None, None), (60.9, None, None), (37.1, None, None), (33.6, None, None), (21.4, None, None), (21.0, None, None), (14.0, None, None), (13.7, None, None)]
18
13
15
10.1002_anie.201006641
C(c1ccc(/C(C#N)=C2/CCCO2)cc1)#N
18
18
[0.40740154 0.51015626 0.53675291 0.59453128]
[0.11774292 0.63046881 0.88279547 0.86484381]
1H NMR
300 MHz
CDCl3
7.81-7.77 (m, 2H), 7.61-7.57 (m, 2H), 4.62 (t, J = 7.1 Hz, 2H), 3.13 (t, J = 7.8 Hz, 2H), 2.24 (s, J = 7.1 Hz, 2H)
E-5g used
[('m', [], '2H', 7.81, 7.77), ('m', [], '2H', 7.61, 7.57), ('t', ['7.1Hz'], '2H', 4.62, 4.62), ('t', ['7.8Hz'], '2H', 3.13, 3.13), ('s', ['7.1Hz'], '2H', 2.24, 2.24)]
10
5
10
10.1002_anie.201006641
C=CC/C(C#N)=C1/CCCO1
19
19
[0.36207329 0.25234376 0.47594671 0.3042969 ]
[0.11774292 0.33300781 0.88334828 0.56875001]
13C NMR
75 MHz
CDCl3
171.6, 133.8, 120.4, 116.0, 80.1, 73.7, 30.4, 23.8
none
[(171.6, None, None), (133.8, None, None), (120.4, None, None), (116.0, None, None), (80.1, None, None), (73.7, None, None), (30.4, None, None), (23.8, None, None)]
9
9
8
10.1002_anie.201006641
C=CC/C(C#N)=C1/CCCO1
19
19
[0.36207329 0.25234376 0.47594671 0.3042969 ]
[0.11774292 0.33300781 0.88334828 0.56875001]
1H NMR
300 MHz
CDCl3
5.78-6.65 (m, 1 H), 5.08-4.96 (m, 2 H), 4.26 (td, J = 7.1 Hz, J = 0.5 Hz, 2 H), 2.84-2.77 (m, 4 H), 2.11-2.02 (s, J = 7.5 Hz, 2 H)
none
[('m', [], '1H', 6.65, 5.78), ('m', [], '2H', 5.08, 4.96), ('td', "['7.1Hz', '0.5Hz']", '2H', 4.26, 4.26), ('m', [], '4H', 2.84, 2.77), ('s', ['7.5Hz'], '2H', 2.11, 2.02)]
11
6
11
10.1002_anie.201006641
[C-]#[N+]C(=C(c1ccccc1)N1CCCC1)C1C=CCCC1
19
20
[0.38805411 0.82656251 0.50524425 0.91406257]
[0.11663735 0.06992188 0.88279547 0.2808594 ]
1H NMR
400 MHz
CD3COCD3
7.48-7.39 (m, 3 H), 7.24-7.21 (m, 2 H), 5.66-5.61 (m, 1 H), 5.45-5.41 (m, 1 H), 3.36-3.32 (m, 4 H), 2.41-2.34 (m, 1 H), 1.96-1.76 (m, 2 H), 1.85-1.82 (m, 4 H), 1.74-1.67 (m, 1 H), 1.64-1.53 (m, 2 H), 1.28-1.15 (m, 1 H)
none
[('m', [], '3H', 7.48, 7.39), ('m', [], '2H', 7.24, 7.21), ('m', [], '1H', 5.66, 5.61), ('m', [], '1H', 5.45, 5.41), ('m', [], '4H', 3.36, 3.32), ('m', [], '1H', 2.41, 2.34), ('m', [], '2H', 1.96, 1.76), ('m', [], '4H', 1.85, 1.82), ('m', [], '1H', 1.74, 1.67), ('m', [], '2H', 1.64, 1.53), ('m', [], '1H', 1.28, 1.15)]
22
11
22
10.1002_anie.201006641
[C-]#[N+]C(=C(c1ccccc1)N1CCCC1)C1C=CCCC1
19
20
[0.38805411 0.82656251 0.50524425 0.91406257]
[0.11663735 0.06992188 0.88279547 0.2808594 ]
13C NMR
150 MHz
CD3COCD3
158.7, 138.0, 131.7, 129.6, 128.7, 122.5, 82.6, 51.5, 38.3, 26.0, 25.0, 22.7
none
[(158.7, None, None), (138.0, None, None), (131.7, None, None), (129.6, None, None), (128.7, None, None), (122.5, None, None), (82.6, None, None), (51.5, None, None), (38.3, None, None), (26.0, None, None), (25.0, None, None), (22.7, None, None)]
19
15
12
10.1002_anie.201006641
O=[N+]([O-])C(=C(c1ccccc1)c1ccccc1)c1ccc(C(F)(F)F)cc1
22
23
[0.40740154 0.83750006 0.53343624 0.92500004]
[0.11719013 0.06953125 0.88334828 0.30507814]
1H NMR
300 MHz
CDCl3
7.57-7.53 (m, 2 H), 7.44-7.22 (m, 10 H), 7.10-7.06 (m, 2 H)
none
[('m', [], '2H', 7.57, 7.53), ('m', [], '10H', 7.44, 7.22), ('m', [], '2H', 7.1, 7.06)]
14
5
14
10.1002_anie.201006641
O=[N+]([O-])C(=C(c1ccccc1)c1ccccc1)c1ccc(C(F)(F)F)cc1
22
23
[0.40740154 0.83750006 0.53343624 0.92500004]
[0.11719013 0.06953125 0.88334828 0.30507814]
13C NMR
75 MHz
CDCl3
148.0, 141.3, 137.6 (d, J = 51.9 Hz), 136.0, 131.2 (q, J = 33.1 Hz), 130.3 (d, J = 54.4 Hz), 129.4 (d, J = 15.7 Hz), 128.8, 128.5 (d, J = 4.5 Hz), 125.7 (q, J = 3.7 Hz), 123.6 (d, J = 272.6 Hz)
none
[(148.0, None, None), (141.3, None, None), (137.6, 'd', 51.9), (136.0, None, None), (131.2, 'q', 33.1), (130.3, 'd', 54.4), (129.4, 'd', 15.7), (128.8, None, None), (128.5, 'd', 4.5), (125.7, 'q', 3.7), (123.6, 'd', 272.6)]
21
11
11
10.1002_anie.201006641
O=[N+]([O-])C(=C(c1ccccc1)c1ccccc1)C(=O)c1ccco1
23
23
[0.41845721 0.63593754 0.54670302 0.69218753]
[0.1182957 0.72890626 0.88334828 0.91484378]
1H NMR
300 MHz
CDCl3
7.52-7.40 (m, 4 H), 7.37-7.23 (m, 5 H), 7.20-7.16 (m, 3 H), 6.43 (q, J = 2.0 Hz, 1 H)
none
[('m', [], '4H', 7.52, 7.4), ('m', [], '5H', 7.37, 7.23), ('m', [], '3H', 7.2, 7.16), ('q', ['2.0Hz'], '1H', 6.43, 6.43)]
13
6
13
10.1002_anie.201006641
O=[N+]([O-])C(=C(c1ccccc1)c1ccccc1)C(=O)c1ccco1
23
23
[0.41845721 0.63593754 0.54670302 0.69218753]
[0.1182957 0.72890626 0.88334828 0.91484378]
13C NMR
75 MHz
CDCl3
174.7, 151.1, 149.4, 147.8, 144.4, 136.7, 130.7, 130.3, 128.8, 128.6, 120.6, 112.9
none
[(174.7, None, None), (151.1, None, None), (149.4, None, None), (147.8, None, None), (144.4, None, None), (136.7, None, None), (130.7, None, None), (130.3, None, None), (128.8, None, None), (128.6, None, None), (120.6, None, None), (112.9, None, None)]
19
11
12
10.1002_anie.201006641
O=[N+]([O-])C(=C(c1ccccc1)c1ccccc1)CC=C
24
24
[0.43338238 0.39101564 0.53620016 0.44335941]
[0.11719013 0.45468752 0.88334828 0.69140632]
13C NMR
75 MHz
CDCl3
148.6, 140.8, 138.0, 131.8, 128.0, 128.5, 128.1, 118.5, 35.7
none
[(148.6, None, None), (140.8, None, None), (138.0, None, None), (131.8, None, None), (128.0, None, None), (128.5, None, None), (128.1, None, None), (118.5, None, None), (35.7, None, None)]
17
9
9
10.1002_anie.201006641
c1(/C(c2ccccc2)=C(/[N+](=O)[O-])I)ccccc1
25
25
[0.43338238 0.14169922 0.52514448 0.18232423]
[0.11774292 0.21875002 0.88334828 0.43007814]
1H NMR
300 MHz
CDCl3
7.43-7.38 (m, 3 H), 7.35-7.28 (m, 5 H), 7.22-7.16 (m, 2 H)
none
[('m', [], '3H', 7.43, 7.38), ('m', [], '5H', 7.35, 7.28), ('m', [], '2H', 7.22, 7.16)]
10
3
10
10.1002_anie.201006641
c1(/C(c2ccccc2)=C(/[N+](=O)[O-])I)ccccc1
25
25
[0.43338238 0.14169922 0.52514448 0.18232423]
[0.11774292 0.21875002 0.88334828 0.43007814]
13C NMR
75 MHz
CDCl3
150.8, 140.1, 137.0, 129.4, 129.0, 128.7, 128.6, 128.0
none
[(150.8, None, None), (140.1, None, None), (137.0, None, None), (129.4, None, None), (129.0, None, None), (128.7, None, None), (128.6, None, None), (128.0, None, None)]
14
6
8
10.1002_anie.201006641
O=[N+]([O-])C(=CC1CCCCC1)CC=C
25
25
[0.41348215 0.71171878 0.53620016 0.77734382]
[0.1182957 0.81406256 0.88279547 0.92656253]
1H NMR
300 MHz
CDCl3
6.97 (dd, J = 8.5 Hz, J = 1.9 Hz, 1H), 5.85-5.72 (m, 1H), 5.09-5.02 (m, 2H), 3.33-3.30 (m, 2H), 2.32-2.20 (m, 1H), 1.75-1.63 (m, 5H), 1.35-1.13 (m, 5H)
E-9g isomer used
[('dd', "['8.5Hz', '1.9Hz']", '1H', 6.97, 6.97), ('m', [], '1H', 5.85, 5.72), ('m', [], '2H', 5.09, 5.02), ('m', [], '2H', 3.33, 3.3), ('m', [], '1H', 2.32, 2.2), ('m', [], '5H', 1.75, 1.63), ('m', [], '5H', 1.35, 1.13)]
17
8
17
10.1002_anie.201006641
O=[N+]([O-])C(=CC1CCCCC1)CC=C
25
25
[0.41348215 0.71171878 0.53620016 0.77734382]
[0.1182957 0.81406256 0.88279547 0.92656253]
13C NMR
75 MHz
CDCl3
147.9, 141.8, 132.8, 116.6, 37.4, 31.7, 30.3, 25.1
none
[(147.9, None, None), (141.8, None, None), (132.8, None, None), (116.6, None, None), (37.4, None, None), (31.7, None, None), (30.3, None, None), (25.1, None, None)]
11
9
8
10.1002_anie.201006641
O=[N+]([O-])C(=Cc1ccccc1)CC=C
27
27
[0.40408484 0.29257815 0.52680279 0.35820315]
[0.11719013 0.39453129 0.88334828 0.60625003]
1H NMR
300 MHz
CDCl3
8.15 (s, 1H), 7.44 (s, 5H), 6.03-5.91 (m, 1H), 5.23-5.15 (m, 2H), 3.59 (dt, J = 5.3 Hz, J = 1.7 Hz, 2H)
none
[('s', [], '1H', 8.15, 8.15), ('s', [], '5H', 7.44, 7.44), ('m', [], '1H', 6.03, 5.91), ('m', [], '2H', 5.23, 5.15), ('dt', "['5.3Hz', '1.7Hz']", '2H', 3.59, 3.59)]
11
7
11
10.1002_anie.201006641
O=[N+]([O-])C(=Cc1ccccc1)CC=C
27
27
[0.40408484 0.29257815 0.52680279 0.35820315]
[0.11719013 0.39453129 0.88334828 0.60625003]
13C NMR
75 MHz
CDCl3
148.9, 134.8, 132.2, 131.9, 130.1, 129.6, 128.8, 117.1, 31.0
none
[(148.9, None, None), (134.8, None, None), (132.2, None, None), (131.9, None, None), (130.1, None, None), (129.6, None, None), (128.8, None, None), (117.1, None, None), (31.0, None, None)]
11
9
9
10.1021_acs.orglett.3c02241
Cc1ccc(C#CCS(=O)(=O)CCO)cc1
2
2
[0.68143382 0.61953125 0.86838564 0.71015625]
[0.11891905 0.746875 0.87944787 0.7859375 ]
1H NMR
500 MHz
CDCl3
7.36 (d, J = 13.5 Hz, 2H), 7.12 (d, J = 13.5 Hz, 2H), 4.18 (s, 2H), 4.14 (t, J = 5.0 Hz, 2H), 3.44 (t, J = 5.5 Hz, 2H), 2.83 (bs, 1H), 2.34 (s, 3H)
null
[('d', ['13.5Hz'], '2H', 7.36, 7.36), ('d', ['13.5Hz'], '2H', 7.12, 7.12), ('s', [], '2H', 4.18, 4.18), ('t', ['5.0Hz'], '2H', 4.14, 4.14), ('t', ['5.5Hz'], '2H', 3.44, 3.44), ('brs', [], '1H', 2.83, 2.83), ('s', [], '3H', 2.34, 2.34)]
14
7
14
10.1021_acs.orglett.3c02241
O=S(=O)(CC#Cc1ccccc1)CCO
3
3
[0.71462054 0.18564453 0.86838564 0.26914063]
[0.12057839 0.28457031 0.8805541 0.32441406]
1H NMR
400 MHz
CDCl3
7.46 (dd, J = 8.0, 1.6 Hz, 2H), 7.36-7.28 (m, 3H), 4.20 (s, 2H), 4.12 (t, J = 5.2 Hz, 2H), 3.42 (t, J = 5.6 Hz, 2H)
null
[('dd', ['8.0Hz', '1.6Hz'], '2H', 7.46, 7.46), ('m', [], '3H', 7.36, 7.28), ('s', [], '2H', 4.2, 4.2), ('t', ['5.2Hz'], '2H', 4.12, 4.12), ('t', ['5.6Hz'], '2H', 3.42, 3.42)]
12
7
11
10.1021_acs.orglett.3c02241
COc1ccc(C#CCS(=O)(=O)CCO)cc1
3
3
[0.67147781 0.5109375 0.86949186 0.6015625 ]
[0.12002528 0.60703125 0.88110721 0.67421875]
1H NMR
500 MHz
CDCl3
7.40 (dd, J = 7.0, 2.0 Hz, 2H), 6.83 (d, J = 9.0 Hz, 2H), 4.18 (s, 2H), 4.15 (t, J = 5.5 Hz, 2H), 3.80 (s, 3H), 3.45 (t, J = 5.0 Hz, 2H)
null
[('dd', ['7.0Hz', '2.0Hz'], '2H', 7.4, 7.4), ('d', ['9.0Hz'], '2H', 6.83, 6.83), ('s', [], '2H', 4.18, 4.18), ('t', ['5.5Hz'], '2H', 4.15, 4.15), ('s', [], '3H', 3.8, 3.8), ('t', ['5.0Hz'], '2H', 3.45, 3.45)]
14
7
13
10.1021_acs.orglett.3c02241
[N+](=O)([O-])c1ccc(C#CCS(=O)(=O)CCO)cc1
3
4
[0.6759027 0.815625 0.87059808 0.903125 ]
[0.12085494 0.08818359 0.48646189 0.10214844]
1H NMR
400 MHz
CDCl3
8.19 (d, J = 8.4 Hz, 2H), 7.62 (d, J = 8.4 Hz, 2H), 4.28 (s, 2H), 4.18 (t, J = 5.2 Hz, 2H), 3.45 (t, J = 5.2 Hz, 2H)
null
[('d', ['8.4Hz'], '2H', 8.19, 8.19), ('d', ['8.4Hz'], '2H', 7.62, 7.62), ('s', [], '2H', 4.28, 4.28), ('t', ['5.2Hz'], '2H', 4.18, 4.18), ('t', ['5.2Hz'], '2H', 3.45, 3.45)]
11
6
10
10.1021_acs.orglett.3c02241
O=S(=O)(CC#Cc1ccc(Cl)cc1)CCO
4
4
[0.69138984 0.39101562 0.87170431 0.48085937]
[0.12057839 0.50898438 0.87944787 0.54882812]
1H NMR
400 MHz
CDCl3
7.39 (dt, J = 8.8, 2.0 Hz, 2H), 7.29 (dt, J = 8.4, 1.6 Hz, 2H), 4.20 (s, 2H), 4.16 (t, J = 5.2 Hz, 2H), 3.44 (t, J = 5.6 Hz, 2H)
null
[('dt', ['8.8Hz', '2.0Hz'], '2H', 7.39, 7.39), ('dt', ['8.4Hz', '1.6Hz'], '2H', 7.29, 7.29), ('s', [], '2H', 4.2, 4.2), ('t', ['5.2Hz'], '2H', 4.16, 4.16), ('t', ['5.6Hz'], '2H', 3.44, 3.44)]
11
6
10
10.1021_acs.orglett.3c02241
Cc1cccc(C#CCS(=O)(=O)CCO)c1
4
4
[0.68696494 0.740625 0.87170431 0.825 ]
[0.12057839 0.83203125 0.87944787 0.87265625]
1H NMR
400 MHz
CDCl3
7.29-7.26 (m, 2H), 7.23-7.16 (m, 2H), 4.19 (s, 2H), 4.15 (t, J = 5.2 Hz, 2H), 3.45 (t, J = 5.2 Hz, 2H), 2.32 (s, 3H)
null
[('m', [], '2H', 7.29, 7.26), ('m', [], '2H', 7.23, 7.16), ('s', [], '2H', 4.19, 4.19), ('t', ['5.2Hz'], '2H', 4.15, 4.15), ('t', ['5.2Hz'], '2H', 3.45, 3.45), ('s', [], '3H', 2.32, 2.32)]
14
9
13
10.1021_acs.orglett.3c02241
COc1cccc(C#CCS(=O)(=O)CCO)c1
5
5
[0.67147781 0.27753906 0.87059808 0.36191406]
[0.12057839 0.40703125 0.87944787 0.47265625]
1H NMR
500 MHz
CDCl3
7.22 (t, J = 7.5 Hz, 1H), 7.05 (d, J = 7.5 Hz, 1H), 6.99 (s, 1H), 6.90 (dd, J = 8.0, 2.0 Hz, 1H), 4.20 (s, 2H), 4.15 (t, J = 5.5 Hz, 2H), 3.78 (s, 3H), 3.45 (t, J = 5.0 Hz, 2H)
null
[('t', ['7.5Hz'], '1H', 7.22, 7.22), ('d', ['7.5Hz'], '1H', 7.05, 7.05), ('s', [], '1H', 6.99, 6.99), ('dd', ['8.0Hz', '2.0Hz'], '1H', 6.9, 6.9), ('s', [], '2H', 4.2, 4.2), ('t', ['5.5Hz'], '2H', 4.15, 4.15), ('s', [], '3H', 3.78, 3.78), ('t', ['5.0Hz'], '2H', 3.45, 3.45)]
14
9
13
10.1021_acs.orglett.3c02241
Cc1cc(C)cc(C#CCS(=O)(=O)CCO)c1
5
5
[0.68143382 0.6578125 0.86949186 0.76171875]
[0.12002528 0.78164062 0.87944787 0.821875 ]
1H NMR
400 MHz
CDCl3
7.09 (s, 2H), 7.00 (s, 1H), 4.18 (s, 2H), 4.12 (t, J = 4.4 Hz, 2H), 3.43 (t, J = 5.2 Hz, 2H), 2.27 (s, 6H)
null
[('s', [], '2H', 7.09, 7.09), ('s', [], '1H', 7.0, 7.0), ('s', [], '2H', 4.18, 4.18), ('t', ['4.4Hz'], '2H', 4.12, 4.12), ('t', ['5.2Hz'], '2H', 3.43, 3.43), ('s', [], '6H', 2.27, 2.27)]
16
7
15
10.1021_acs.orglett.3c02241
Cc1ccccc1C#CCS(=O)(=O)CCO
6
6
[0.71572676 0.18662109 0.87170431 0.2703125 ]
[0.12057839 0.30839844 0.8805541 0.37363281]
1H NMR
500 MHz
CDCl3
7.42 (d, J = 7.5 Hz, 1H), 7.25 (t, J = 7.0 Hz, 1H), 7.19 (d, J = 7.0 Hz, 1H), 7.14 (t, J = 7.0 Hz, 1H), 4.24 (s, 2H), 4.14 (t, J = 5.0 Hz, 2H), 3.45 (t, J = 5.0 Hz, 2H), 2.43 (s, 3H)
null
[('d', ['7.5Hz'], '1H', 7.42, 7.42), ('t', ['7.0Hz'], '1H', 7.25, 7.25), ('d', ['7.0Hz'], '1H', 7.19, 7.19), ('t', ['7.0Hz'], '1H', 7.14, 7.14), ('s', [], '2H', 4.24, 4.24), ('t', ['5.0Hz'], '2H', 4.14, 4.14), ('t', ['5.0Hz'], '2H', 3.45, 3.45), ('s', [], '3H', 2.43, 2.43)]
14
9
13
10.1021_acs.orglett.3c02241
Cc1ccccc1C#CCS(=O)(=O)CCO
6
6
[0.71572676 0.18662109 0.87170431 0.2703125 ]
[0.12057839 0.30839844 0.8805541 0.37363281]
13C NMR
125 MHz
CDCl3
140.9 (C), 132.3 (CH), 129.7 (CH), 129.3 (CH), 125.7 (CH), 121.4 (C), 87.0 (C), 80.1 (C), 56.4 (CH2), 53.6 (CH2), 48.2 (CH2), 20.7 (CH3)
null
[(140.9, None, None), (132.3, None, None), (129.7, None, None), (129.3, None, None), (125.7, None, None), (121.4, None, None), (87.0, None, None), (80.1, None, None), (56.4, None, None), (53.6, None, None), (48.2, None, None), (20.7, None, None)]
12
12
12
10.1021_acs.orglett.3c02241
COc1ccccc1C#CCS(=O)(=O)CCO
6
6
[0.71074875 0.56679687 0.86893875 0.65117187]
[0.12168461 0.6796875 0.87944787 0.7203125 ]
1H NMR
500 MHz
CDCl3
7.40 (d, J = 7.5 Hz, 1H), 7.32 (t, J = 7.5 Hz, 1H), 6.92-6.86 (m, 2H), 4.22 (s, 2H), 4.15 (t, J = 5.5 Hz, 2H), 3.86 (s, 3H), 3.51 (t, J = 5.0 Hz, 2H)
null
[('d', ['7.5Hz'], '1H', 7.4, 7.4), ('t', ['7.5Hz'], '1H', 7.32, 7.32), ('m', [], '2H', 6.92, 6.86), ('s', [], '2H', 4.22, 4.22), ('t', ['5.5Hz'], '2H', 4.15, 4.15), ('s', [], '3H', 3.86, 3.86), ('t', ['5.0Hz'], '2H', 3.51, 3.51)]
14
9
13
10.1021_acs.orglett.3c02241
COc1ccccc1C#CCS(=O)(=O)CCO
6
6
[0.71074875 0.56679687 0.86893875 0.65117187]
[0.12168461 0.6796875 0.87944787 0.7203125 ]
13C NMR
125 MHz
CDCl3
160.6 (C), 133.7 (CH), 130.8 (CH), 120.7 (CH), 110.8 (CH), 110.7 (C), 84.5 (C), 80.9 (C), 56.5 (CH2), 55.9 (CH3), 53.9 (CH2), 48.3 (CH2)
null
[(160.6, None, None), (133.7, None, None), (130.8, None, None), (120.7, None, None), (110.8, None, None), (110.7, None, None), (84.5, None, None), (80.9, None, None), (56.5, None, None), (55.9, None, None), (53.9, None, None), (48.3, None, None)]
12
12
12
10.1021_acs.orglett.3c02241
c1(C#CC(c2ccccc2)S(=O)(=O)CCO)ccccc1
8
8
[0.70466452 0.11923828 0.86949186 0.18544922]
[0.12057839 0.21054687 0.87944787 0.27539062]
1H NMR
400 MHz
CDCl3
7.69-7.66 (m, 2H), 7.54 (dd, J = 8.0, 2.0 Hz, 2H), 7.46-7.26 (m, 6H), 5.39 (s, 1H), 4.12 (t, J = 5.6 Hz, 2H), 3.60 (dt, J = 14.4, 5.6 Hz, 1H), 3.32 (dt, J = 14.8, 4.8 Hz, 1H), 2.67 (bs, 1H)
null
[('m', [], '2H', 7.69, 7.66), ('dd', ['8.0Hz', '2.0Hz'], '2H', 7.54, 7.54), ('m', [], '6H', 7.46, 7.26), ('s', [], '1H', 5.39, 5.39), ('t', ['5.6Hz'], '2H', 4.12, 4.12), ('dt', ['14.4Hz', '5.6Hz'], '1H', 3.6, 3.6), ('dt', ['14.8Hz', '4.8Hz'], '1H', 3.32, 3.32), ('brs', [], '1H', 2.67, 2.67)]
16
10
16
10.1021_acs.orglett.3c02241
c1(C#CCS(=O)(=O)CC(O)c2ccccc2)ccccc1
10
10
[0.68309316 0.36660156 0.87004497 0.45234375]
[0.12057839 0.48046875 0.8805541 0.54609375]
1H NMR
500 MHz
CDCl3
7.48 (dd, J = 8.0, 1.5 Hz, 2H), 7.42-7.32 (m, 8H), 5.41 (d, J = 10.0 Hz, 1H), 4.35 (d, J = 16.5 Hz, 1H), 4.13 (d, J = 17.0 Hz, 1H), 3.77 (dd, J = 14.5, 2.5 Hz, 1H), 3.32 (d, J = 14.5 Hz, 1H), 3.06 (m,1H)
null
[('dd', ['8.0Hz', '1.5Hz'], '2H', 7.48, 7.48), ('m', [], '8H', 7.42, 7.32), ('d', ['10.0Hz'], '1H', 5.41, 5.41), ('d', ['16.5Hz'], '1H', 4.35, 4.35), ('d', ['17.0Hz'], '1H', 4.13, 4.13), ('dd', ['14.5Hz', '2.5Hz'], '1H', 3.77, 3.77), ('d', ['14.5Hz'], '1H', 3.32, 3.32), ('m', [], '1H', 3.06, 3.06)]
16
10
16
10.1021_acs.orglett.3c02241
c1(C#CCS(=O)(=O)CC(O)c2ccc(C)cc2)ccccc1
10
11
[0.64603466 0.7765625 0.86949186 0.8671875 ]
[0.11947216 0.08740234 0.8805541 0.15107422]
1H NMR
500 MHz
CDCl3
7.48 (d, J = 8.0 Hz, 2H), 7.39-7.30 (m, 5H), 7.21 (d, J = 7.5 Hz, 2H), 5.38 (d, J = 10.0 Hz, 1H), 4.36 (d, J = 17.0 Hz, 1H), 4.12 (d, J = 17.0 Hz, 1H), 3.75 (dd, J = 15.5, 10.5 Hz, 1H), 3.31 (d, J = 14.5 Hz, 1H), 2.99 (bs, 1H), 2.35 (s, 3H)
null
[('d', ['8.0Hz'], '2H', 7.48, 7.48), ('m', [], '5H', 7.39, 7.3), ('d', ['7.5Hz'], '2H', 7.21, 7.21), ('d', ['10.0Hz'], '1H', 5.38, 5.38), ('d', ['17.0Hz'], '1H', 4.36, 4.36), ('d', ['17.0Hz'], '1H', 4.12, 4.12), ('dd', ['15.5Hz', '10.5Hz'], '1H', 3.75, 3.75), ('d', ['14.5Hz'], '1H', 3.31, 3.31), ('brs', [], '1H', 2.99,...
18
10
18