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Conformational and structural analysis of exocyclic olefins and ketimines by multinuclear magnetic resonance

✍ Scribed by Rubén Montalvo-González; J. Ascención Montalvo-González; Armando Ariza-Castolo

Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
181 KB
Volume
46
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The ^1^H, ^13^C, and ^15^N NMR spectra of 5 exocyclic alkenes and 15 different ketimines obtained from cyclohexanone and derivatives using benzyl bromide and primary amines—are analyzed. Relative stereochemical and preferential conformations are determined by analyzing both the homonuclear coupling and the chemical shifts of the protons and carbon atoms in the aliphatic rings, which are directly related to the geometry of the double bond and the steric and electronic effects of the exocyclic group. In addition, the racemic mixture of the N‐(4‐methylcyclohexylidene)pyridine‐3‐amine derivative is resolved. Copyright © 2008 John Wiley & Sons, Ltd.

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