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4.3.3. (E)-1-(3-Chlorophenyl)-2-nitropropene (2c)6a
4.3.14. (E)-1-(2,3-Dimethoxyphenyl)-2-nitropropene (2n)4e
1H NMR (500 MHz, CDCl3)
(ppm): 2.41 (s, 3H), 3.88 (s, 3H), 3.93
1H NMR (500 MHz, CDCl3)
d
(ppm): 2.47 (s, 3H), 7.32–7.34 (m,
1H), 7.42–7.44 (m, 3H), 8.03 (s, 1H); 13C NMR (125 MHz, CDCl3)
(ppm): 148.74, 134.89, 134.17, 131.85, 130.16, 129.83, 129.58,
d
(s, 3H), 6.94 (d, 1H, J¼8.0 Hz), 7.02 (d, 1H, J¼7.5 Hz), 7.14 (t, 1H,
d
J¼8.0 Hz), 8.25 (s, 1H); 13C NMR (125 MHz, CDCl3)
d (ppm): 152.87,
127.94, 13.97.
148.42, 148.26, 129.44, 126.81, 124.06, 121.40, 114.05, 61.27, 55.88,
14.17.
4.3.4. (E)-1-(4-Bromophenyl)-2-nitropropene (2d)4e
1H NMR (500 MHz, CDCl3)
d
(ppm): 2.46 (s, 3H), 7.33 (d, 2H,
4.3.15. (E)-1-(3,4,5-Trimethoxyphenyl)-2-nitropropene (2o)3e
J¼8.5 Hz), 7.62 (d, 2H, J¼8.5 Hz), 8.04 (s, 1H); 13C NMR (125 MHz,
1H NMR (500 MHz, CDCl3)
d
(ppm): 2.47 (s, 3H), 3.88 (s, 6H),
3.90 (s, 3H), 6.65 (s, 2H), 8.02 (s, 1H); 13C NMR (125 MHz, DMSO-d6)
d (ppm): 152.90, 146.92, 139.16, 133.48, 127.32, 108.11, 60.09, 56.02,
CDCl3)
d (ppm): 148.13, 132.25, 132.19, 131.32, 131.28, 128.65,
124.38, 14.01.
13.92.
4.3.5. (E)-1-(2-Bromophenyl)-2-nitropropene (2e)4g
1H NMR (500 MHz, CDCl3)
d
(ppm): 2.35 (s, 3H), 7.28–7.35 (m,
4.3.16. (E)-1-(4-Hydroxyphenyl)-2-nitropropene (2p)7h
2H), 7.43 (t, 1H, J¼8.0 Hz), 7.70 (d, 2H, J¼8.0 Hz), 8.15 (s, 1H); 13C
1H NMR (500 MHz, CDCl3)
d (ppm): 2.47 (s, 3H), 5.30 (s,1H), 6.93
NMR (125 MHz, CDCl3)
d
(ppm): 149.02, 133.17, 132.77, 130.92,
(d, 2H, J¼9.0 Hz), 7.39 (d, 2H, J¼8.0 Hz), 8.07 (s, 1H); 13C NMR
130.26, 127.51, 124.67, 13.84.
(125 MHz, CDCl3)
116.05, 14.10.
d (ppm): 157.38, 145.73, 133.79, 132.33, 124.87,
4.3.6. (E)-1-(4-Fluorophenyl)-2-nitropropene (2f)3d
1H NMR (500 MHz, CDCl3)
d
(ppm): 2.48 (s, 3H), 7.19 (t, 2H,
4.3.17. (E)-1-(3-Hydroxyphenyl)-2-nitropropene (2q)7i
1H NMR (500 MHz, CDCl3)
(ppm): 2.45 (s, 3H), 5.07 (s,1H), 6.91
J¼8.5 Hz), 7.62 (dd, 2H, J¼5.5, 8.5 Hz), 8.08 (s, 1H); 13C NMR
d
(125 MHz, CDCl3)
d
(ppm): 164.39, 162.39, 147.53, 132.39, 132.03,
(d, 2H, J¼7.0 Hz), 7.01 (d, 1H, J¼7.0 Hz), 7.33 (t, 1H, J¼7.0 Hz), 8.03 (s,
131.96, 128.49, 116.26, 116.08, 13.94.
1H); 13C NMR (125 MHz, CDCl3)
132.33, 124.87, 116.05, 14.10.
d (ppm): 157.38, 145.73, 133.79,
4.3.7. (E)-1-(3-Nitrophenyl)-2-nitropropene (2g)12c
1H NMR (500 MHz, CDCl3)
d
(ppm): 2.51 (s, 3H), 7.70 (t, 1H,
J¼8.0 Hz), 7.77 (d, 2H, J¼8.0 Hz), 8.15 (s, 1H), 8.32 (d, 2H, J¼7.0 Hz);
13C NMR (125 MHz, CDCl3)
(ppm): 149.84, 148.46, 135.44, 134.11,
4.3.18. (E)-1-(4-Dimethylaminophenyl)-2-nitropropene (2r)12c
1H NMR (500 MHz, CDCl3)
d (ppm): 2.49 (s, 3H), 3.05 (s, 6H),
d
6.73 (d, 2H, J¼9.0 Hz), 7.41 (d, 2H, J¼9.0 Hz), 8.09 (s, 1H); 13C NMR
130.65, 130.08, 124.32, 124.25, 13.95.
(125 MHz, DMSO-d6) d (ppm): 151.55, 141.89, 134.79, 132.86, 118.55,
111.80, 39.69, 14.11.
4.3.8. (E)-1-(4-Cyanophenyl)-2-nitropropene (2h)4f
1H NMR (500 MHz, CDCl3)
d
(ppm): 2.44 (s, 3H), 7.52 (d, 2H,
4.3.19. 3-(2-Nitro-propenyl)-1H-indole (4a)23b
1H NMR (500 MHz, DMSO-d6)
(ppm): 2.49 (s, 3H), 7.20 (t, 1H,
J¼8.0 Hz), 7.76 (dd, 2H, J¼2.0, 8.0 Hz), 8.05 (s, 1H); 13C NMR
d
(125 MHz, CDCl3)
d
(ppm): 149.87, 136.98, 132.55, 131.44, 130.23,
J¼7.5 Hz), 7.26 (t, 1H, J¼7.5 Hz), 7.51 (d, 1H, J¼8.0 Hz), 7.84 (d, 1H,
118.05, 114.06, 14.01.
J¼8.0 Hz), 8.02 (s, 1H), 8.47 (s, 1H), 12.21 (br, 1H); 13C NMR
(125 MHz, DMSO-d6) d (ppm): 141.04, 136.13, 130.01, 127.44, 126.57,
4.3.9. (E)-1-Phenyl-2-nitropropene (2i)4e
122.91, 120.98, 118.22, 112.32, 108.16, 14.61.
1H NMR (500 MHz, CDCl3)
d (ppm): 2.49 (s, 3H), 7.28–7.35 (m,
5H), 8.12 (s, 1H); 13C NMR (125 MHz, CDCl3)
132.42, 129.93, 129.88, 128.88, 14.00.
d
(ppm): 147.75,133.49,
4.3.20. (E)-1-(3-Pyridyl)-2-nitropropene (4b)12c
1H NMR (500 MHz, CDCl3)
d (ppm): 2.45 (s, 3H), 7.40 (dd, 1H,
J¼4.0, 8.0 Hz), 7.74 (d, 1H, J¼8.0 Hz), 8.03 (s, 1H), 8.64 (d, 1H,
4.3.10. (E)-1-(4-Methylphenyl)-2-nitropropene (2j)6a
J¼4.0 Hz), 8.68 (s, 1H); 13C NMR (125 MHz, DMSO-d6)
d (ppm):
1H NMR (500 MHz, CDCl3)
d
(ppm): 2.44 (s, 3H), 2.49 (s, 3H), 7.29
150.82, 150.41, 149.04, 137.07, 129.97, 128.32, 123.74, 13.86.
(d, 2H, J¼8.0 Hz), 7.38 (d, 2H, J¼8.0 Hz), 8.11 (s, 1H); 13C NMR
(125 MHz, CDCl3)
d
(ppm): 146.93, 140.49, 133.67, 130.09, 129.64,
4.3.21. (E)-1-(2-Furyl)-2-nitropropene (4c)3f
129.51, 21.43, 14.07.
1H NMR (500 MHz, CDCl3)
d (ppm): 2.58 (s, 3H), 6.57 (dd, 1H,
J¼1.0, 3.0 Hz), 6.81 (d, 1H, J¼3.0 Hz), 7.63 (s, 1H), 7.84 (s, 1H); 13C
4.3.11. (E)-1-(4-Methoxyphenyl)-2-nitropropene (2k)6a,23a
NMR (125 MHz, CDCl3)
112.83, 13.99.
d (ppm): 147.98, 146.18, 120.56, 119.14,
1H NMR (500 MHz, CDCl3)
d (ppm): 2.48 (s, 3H), 3.87 (s, 3H),
6.98 (d, 2H, J¼9.0 Hz), 7.43 (d, 2H, J¼8.0 Hz), 8.05 (s, 1H); 13C NMR
(125 MHz, CDCl3)
d
(ppm): 161.08, 145.87, 133.57, 132.06, 124.71,
4.3.22. (E)-2-Nitro-2-hexene (4d)22b
1H NMR (500 MHz, CDCl3)
(ppm): 0.98 (t, 3H, J¼7.0 Hz), 1.53–
114.46, 55.41, 14.10.
d
1.57 (m, 2H), 2.17 (s, 3H), 2.22 (q, 2H, J¼8.0 Hz), 7.14 (t, 1H,
4.3.12. (E)-1-(3-Methoxyphenyl)-2-nitropropene (2l)6a,23a
J¼8.0 Hz); 13C NMR (125 MHz, CDCl3)
d (ppm): 147.69, 136.08,
1H NMR (500 MHz, CDCl3)
(ppm): 2.48 (s, 3H), 3.87 (s, 3H),
d
29.98, 21.61, 13.69, 12.43.
6.98 (d, 1H, J¼7.0 Hz), 7.00 (d, 1H, J¼2.0 Hz), 7.05 (d, 1H, J¼8.0 Hz),
7.40 (t, 1H, J¼8.0 Hz), 8.08 (s, 1H); 13C NMR (125 MHz, CDCl3)
4.3.23. (E)-4-Methyl-2-nitro-2-pentene (4e)6a
d
(ppm): 159.75, 147.95, 133.68, 133.40, 129.92, 122.25, 115.44,
1H NMR (500 MHz, CDCl3)
d
(ppm): 1.11 (d, 6H, J¼6.0 Hz), 2.17 (s,
115.36, 55.34, 14.06.
3H), 2.55–7.60 (m, 1H), 6.95 (d, 1H, J¼10.0 Hz); 13C NMR (125 MHz,
CDCl3)
d (ppm): 146.31, 142.20, 27.99, 21.79, 12.44.
4.3.13. (E)-1-(2-Methoxyphenyl)-2-nitropropene (2m)6a,23a
1H NMR (500 MHz, CDCl3)
d
(ppm): 2.42 (s, 3H), 3.91 (s, 3H),
4.3.24. (E)-1-(4-Chlorophenyl)-2-nitroethene (5)6e
1H NMR (500 MHz, CDCl3)
(ppm): 7.44 (dd, 2H, J¼2.0, 8.0 Hz),
6.98 (d, 1H, J¼8.5 Hz), 7.04 (t, 1H, J¼7.5 Hz), 7.33 (d, 1H, J¼7.0 Hz),
d
7.43 (t, 1H, J¼7.0 Hz), 8.31 (s, 1H); 13C NMR (125 MHz, CDCl3)
7.49 (dd, 2H, J¼1.5, 7.0 Hz), 7.65 (d, 1H, J¼14.0 Hz), 7.97 (d, 1H,
d
(ppm): 158.10, 147.51, 131.52, 129.97, 129.79, 121.51, 120.47, 110.82,
J¼14.0 Hz); 13C NMR (125 MHz, CDCl3)
d (ppm): 138.30, 137.63,
55.55, 14.11.
137.40, 130.22, 129.73, 128.51.