Compound 2
(6'-methyl-[2,2'-bipyridin]-6-yl)methanamine
From: Dynamic control of chirality and self-assembly of double-stranded helicates with light
Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.
(6'-Methyl-[2,2'-bipyridin]-6-yl)methanamine 2 was synthesized according to the general procedure used in the synthesis of compound 3 in 82% yield. The NMR spectra were identical with those in the literature (Panetta, C. A., Kumpaty, H. J., Heimer, N. E., Leavy, M. C., & Hussey, C. L. Disulfide-functionalized 3-, 4-, 5-, and 6-substituted 2,2′-bipyridines and their ruthenium complexes. J. Org. Chem. 64, 1015 (1999)). 1H NMR (400 MHz, CDCl3) δ 8.27 (d, J = 7.7 Hz, 1H), 8.23 (d, J = 7.8 Hz, 1H), 7.75 (t, J = 7.7 Hz, 1H), 7.68 (t, J = 7.7 Hz, 1H), 7.24 (d, J = 7.7 Hz, 1H), 7.16 (d, J = 7.6 Hz, 1H), 4.06 (s, 2H), 2.63 (s, 3H), 2.45 (brs, 2H). 13C NMR (101 MHz, CDCl3) δ = 160.4, 157.9, 155.9, 155.6, 137.3, 137.0, 123.2, 121.1, 119.3, 118.1, 47.4, 24.6.
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