column. For benzyl amine as the substrate, after concentrating
the sample under vacuum, the product was obtained as a pale
yellow liquid, 340 mg (87%)
Acknowledgements
We thank NSERC of Canada, Memorial University of New-
foundland, Canada Foundation for Innovation and the Provincial
Government of Newfoundland and Labrador for funding.
N-Benzylidene-benzylamine21
Notes and references
1H NMR (500 MHz, CDCl3, 25 °C): δ = 8.41 (s, 1H), 7.84–7.81
(m, 2H), 7.64–7.43 (m, 3 H), 7.39–7.38 (m, 4 H), 7.35–7.27 (m,
1H), 4.86 ppm (s, 2 H); 13C NMR (CDCl3, 75 MHz): δ =
161.88, 139.19, 136.05, 130.65 128.50, 128.29, 128.19,
65.59 ppm. MS (EI): m/z (%) 195 [M]+ (25), 194 (26), 117 (14),
91 (100), 65 (16). Anal. Calc. for C14H13N: C, 86.12; H, 6.71;
N, 7.17. Found: C, 85.84; H, 6.77; N, 6.97.
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(E)-1,2-Bis(4-methoxyphenyl)diazene27c
1H NMR (CDCl3, 500 MHz): δ = 7.88 (d, J = 9.0 Hz, 2H), 7.70
(d, J = 9.0 Hz, 4H), 3.89 (s, 6H); 13C NMR (CDCl3, 75 MHz): δ
= 161.56, 147.07, 124.34, 114.16, 55.57 ppm; IR (neat): ν =
3413, 1592, 1579, 1496, 1249, 841 cm−1. MS (EI): m/z (%) 242
[M]+ (75), 243 (10), 135 (31), 107 (100), 92 (32), 77 (50), 64
(13). HRMS (TOF MS EI+) m/z calcd for C14H14N2 242.1059,
found 242.1055. Anal. Calc. for C14H14N2O2: C, 69.41; H, 5.82;
N, 11.56. Found: C, 69.51; H, 5.55; N, 11.66
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