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A comment on the interpretation of 13C n.m.r. δ-syn-axial substituent effects in cyclic molecules

✍ Scribed by G. Engelhardt; H. Jancke; D. Zeigan

Publisher: John Wiley and Sons
Year: 1976
Tongue: English
Weight: 237 KB
Volume: 8
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1270081213

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✦ Synopsis

Abstract

An alternative explanation for δ‐syn‐axial substituent effects of ^13^C chemical shifts is given using the concept that the δ‐syn‐axial interaction in the substituted compound replaces the γ‐gauche interaction in the parent molecule. The application of this principle to substituted norbornanes and steroids leads to the conclusion that the ‘net steric’ δ‐syn‐axial shift is upfield rather than downfield.

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