## Abstract The rotational barriers about the CN bond of the __N__,__N__‐dimethylamides of propiolic, methylpropiolic and phenylpropiolic acids have been determined by the iterative total line shape nuclear magnetic resonance method.
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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