Determination of the conformations and relative configurations of exocyclic amines

✍ Scribed by J. Ascención Montalvo-González; María Guadalupe Iniestra-Galindo; Armando Ariza-Castolo

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 187 KB
• Volume: 48
• Category: Article
• ISSN: 0749-1581
• DOI: 10.1002/mrc.2693

✦ Synopsis

Abstract

The conformations and relative configurations of 20 amines, classified according to the following labeling scheme, were analyzed. Series a comprised compounds derived from N‐(1‐phenylethyl)cyclohexanamine, b comprised derivatives of N‐[1‐(naphthalen‐2‐yl)ethyl]cyclohexanamine, c comprised derivatives of N‐(diphenylmethyl)cyclohexanamine, and d comprised derivatives of N‐(propan‐2‐yl)cyclohexanamine. The compounds were labeled as follows: 1 indicates cyclohexanamine, 2 indicates 2‐methylcyclohexanamines, 3 indicates 3‐methylcyclohexanamines, 4 indicates 4‐methylcyclohexanamines, and 5 indicates 4‐tert‐butylcyclohexanamines. These compounds were prepared without the use of stereoselective induction and, therefore, all expected stereoisomers were observed. Structural assignments were established by ^1^H, ^13^C, and ^15^N NMR. Copyright © 2010 John Wiley & Sons, Ltd.