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Helvetica Chimica Acta – Vol. 91 (2008)
1,1’-(3-Chloroprop-1-en-1-ylidene)bis[benzene] (11) [15]: 1H-NMR (400 MHz): 7.45 – 7.24 (m,
10 H); 6.28 – 6.24 (d, J ¼ 8, 1 H); 4.16 (d, J ¼ 8, 2H). 13C-NMR (100 MHz): 146.4; 141.4; 138.5; 129.9;
128.6; 128.5; 128.3; 128.1; 128.0; 123.9; 42.9.
[(1E/Z)-3-Chloro-1-methylprop-1-en-1-yl]benzene (12) [16]: 1H-NMR (400 MHz; (E)/(Z) 4 :1;
determined by NOE): (E)-10: 7.44 – 7.25 (m, 5 H); 6.01 (tq, J ¼ 7.7, 1.1, 1 H); 4.29 (d, J ¼ 7.7, 2H); 2.16
(d, J ¼ 1.1, 3 H); (Z)-10: 7.44 – 7.25 (m, 5 H); 5.75 (tq, J ¼ 8.2, 1.1, 1 H); 4.01 (d, J ¼ 8.2, 2 H); 2.16 (d,
J ¼ 1.1, 3 H). 13C-NMR (100 MHz) (E)-10: 142.5; 141.1; 128.6; 128.0; 126.2; 123.0; 41.3; 16.0; (Z)-10:
142.5; 140.0; 128.6; 127.8; 127.7; 123.0; 42.7; 25.7.
(2-Chloroethylidene)cyclohexane (13) [17]: 1H-NMR (400 MHz): 5.39 (td, J ¼ 8.1, 1.1, 1 H); 4.10 (d,
J ¼ 8.1, 2 H); 2.21 (br. s, 2H); 2.12(br. s, 2H); 1.56 (br. s, 6 H). 13C-NMR (100 MHz) : 147.4; 117.4; 40.7;
37.1; 28.9; 28.5; 27.9; 26.8.
[(1E)-3-Chloroprop-1-en-1-yl]benzene (14) [18]: 1H-NMR (400 MHz): 7.43 – 7.28 (m, 5 H); 6.67 (d,
J ¼ 15.3, 1 H); 6.34 (dt, J ¼ 15.3, 7.3, 1 H); 4.26 (d, J ¼ 7.3, 2H). 13C-NMR (100 MHz): 136.1; 134.4;
128.9; 128.5; 126.9; 125.1; 45.7.
1-Bromo-3-methylbut-2-ene (15) [11]: 1H-NMR (400 MHz): 5.51 (tq, J ¼ 2.6, 1.1, 1 H); 3.99 (d, J ¼
8.4, 2H); 1.77 ( s, 3 H); 1.72( s, 3 H). 13C-NMR (100 MHz): 140.3; 121.0; 29.9; 26.0; 17.8.
1,1’-(3-Bromoprop-1-en-1-ylidene)bis[benzene] (16) [15]: 1H-NMR (400 MHz): 7.49 – 7.23 (m,
10 H); 6.34 (t, J ¼ 8.4, 1 H); 4.06 (d, J ¼ 8.4, 2H). 13C-NMR (100 MHz): 146.4; 141.4; 138.4; 129.7;
128.6; 128.4; 128.3; 128.1; 127.9; 123.9; 31.4.
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Received May 10, 2007