Suzuki Coupling by Palladium-Tetraphosphine Complex
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2-(3-Nitrophenyl)acrylonitrile (6). H NMR (CDCl3, 300 MHz): d ¼ 8.43
(s, 1H), 8.25 (d, J ¼ 7.8 Hz, 1H), 7.93 (d, J ¼ 7.8 Hz, 1H), 7.64
(t, J ¼ 7.5 Hz, 1H), 6.52 (s, 1H), 6.30 (s, 1H). 13C NMR (75 MHz, CDCl3):
d ¼ 148.6, 134.0, 131.7, 130.9, 130.3, 124.5, 121.1, 120.4, 116.6. Anal.
calcd. for C9H6N2O2: C, 62.07; H, 3.47. Found: C, 62.14; H, 3.59.
2-(3-Formylphenyl)acrylonitrile (7). 1H NMR (CDCl3, 300 MHz):
d ¼ 10.03 (s, 1H), 8.06 (t, J ¼ 1.6 Hz, 1H), 7.90 (dt, J ¼ 7.8, 1.3 Hz, 1H),
7.83 (dt, J ¼ 7.8, 1.6 Hz, 1H), 7.59 (t, J ¼ 7.8 Hz, 1H), 6.44 (s, 1H), 6.21
(s, 1H). 13C NMR (75 MHz, CDCl3): d ¼ 191.3, 136.9, 133.3, 131.4, 130.8,
127.8, 129.7, 126.4, 121.8, 117.1. Anal. calcd. for C10H7NO: C, 76.42; H,
4.49. Found: C, 76.60; H, 4.31.
2-(1-Naphthyl)acrylonitrile (8). 1H NMR (CDCl3, 300 MHz): d ¼ 8.12
(d, J ¼ 8.3 Hz, 1H), 7.95–7.87 (m, 2H), 7.63–7.51 (m, 2H), 7.48 (m, 2H),
6.44 (s, 1H), 6.20 (s, 1H).
2-(o-Tolyl)acrylonitrile (9). 1H NMR (CDCl3, 300 MHz): d ¼ 7.35–7.16
(m, 4H), 6.26 (s, 1H), 6.00 (s, 1H), 2.46 (s, 3H). 13C NMR (75 MHz, CDCl3):
d ¼ 135.8, 133.7, 133.6, 130.8, 129.5, 128.9, 126.4, 123.3, 117.9, 20.0. Anal.
calcd. for C10H9 N: C, 83.88; H, 6.34. Found: C, 83.74; H, 6.39.
2-Biphenyl-2-yl-acrylonitrile (10). 1H NMR (CDCl3, 300 MHz): d ¼ 7.50–
7.30 (m, 9H), 6.07 (s, 1H), 5.90 (s, 1H).
2-(2-Methoxyphenyl)acrylonitrile (11). 1H NMR (CDCl3, 300 MHz):
d ¼ 7.41 (dd, J ¼ 7.6, 1.6 Hz, 1H), 7.35 (td, J ¼ 7.6, 1.6 Hz, 1H), 6.98
(td, J ¼ 7.6, 1.0 Hz, 1H), 6.93 (d, J ¼ 8.6 Hz, 1H), 6.39 (s, 1H), 6.18
(s, 1H), 3.88 (s, 3H).
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2-(3-Thienyl)acrylonitrile (12). H NMR (CDCl3, 300 MHz): d ¼ 7.56 (dd,
J ¼ 3.0, 1.2 Hz, 1H), 7.37 (dd, J ¼ 5.2, 3.0 Hz, 1H), 7.26 (dd, J ¼ 5.2, 1.2 Hz,
1H), 6.16 (s, 1H), 5.99 (s, 1H). 13C NMR (75 MHz, CDCl3): d ¼ 135.0, 127.6,
126.3, 124.9, 124.0, 117.8, 117.6. Anal. calcd. for C7H5NS: C, 62.19; H, 3.73.
Found: C, 61.94; H, 3.70.
Methyl 2-phenylacrylate (13). 1H NMR (CDCl3, 300 MHz): d ¼ 7.50–7.26
(m, 5H), 6.36 (s, 1H), 5.89 (s, 1H), 3.82 (s, 3H).
Methyl 2-(6-methoxy-2-naphthyl)acrylate (14). 1H NMR (CDCl3,
300 MHz): d ¼ 7.83 (s, 1H), 7.71 (m, 2H), 7.49 (dd, J ¼ 8.4, 1.7 Hz, 1H),
7.12 (m, 2H), 6.39 (s, 1H), 5.98 (s, 1H), 3.93 (s, 3H), 3.84 (s, 3H).
2-Naphthalen-1-yl-acrylic acid methyl ester (15). 1H NMR (CDCl3,
300 MHz): d ¼ 7.84 (m, 2H), 7.72 (m, 1H), 7.45 (m, 3H), 7.35 (dd,
J ¼ 7.0, 1.1 Hz, 1H), 6.71 (s, 1H), 5.88 (s, 1H), 3.71 (s, 3H).