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13C nuclear magnetic resonance studies on acetophenones: Barriers to internal rotation

✍ Scribed by Torbjörn Drakenberg; Jean M. Sommer; Roland Jost


Publisher
John Wiley and Sons
Year
1976
Tongue
English
Weight
348 KB
Volume
8
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

The barrier to internal rotation in a series of p‐substituted acetophenones has been determined by means of low temperature carbon‐13 n.m.r. and total bandshape analysis, resulting in: Δ__G__ = 5·4 ± 0·1 kcal mol^−1^ (22·4 ± 0·4 kJ mol^−1^) for the unsubstituted acetophenone. The substituent effects on the barrier are found to be the same as for the corresponding benzaldehydes. The barrier height is discussed in terms of contributions from resonance and steric effects.


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