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Aromatic imine stereochemistry as studied by 13C and 1H NMR of 15N-enriched materials

✍ Scribed by Gerald W. Buchanan; Brian A. Dawson

Publisher
John Wiley and Sons
Year
1980
Tongue
English
Weight
491 KB
Volume
13
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

A series of thirteen ^15^N‐enriched N‐aryl imines derived from benzaldehydes and acetophenones have been prepared and examined by ^13^C and ^1^H NMR. Preferred conformations of the C‐arvl and N‐aryl rings have been deduced from ^13^C chemical shifts and ^13^C‐^15^N couplings. Evidence for steric inhibition of resonance in O‐alkylated materials is presented. Relative signs of ^1^J(CN) and ^2^J(CCN) have been determined in some compounds. An E: Z interconversion barrier of 21.6 kcal mol^−1^ has been obtained from ^1^H NMR coalescence data.

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