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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Carbon-13 N.M.R. chemical shifts and rotational barriers of ortho-substituted N,N-dimethylbenzamides

CW Fong, SF Lincoln and EH Williams

Australian Journal of Chemistry 31(12) 2623 - 2628
Published: 1978

Abstract

The barriers to rotation about the carbon-nitrogen bond and the carbon- 13 N.M.R. chemical shifts of a series of 2-substituted N,N- dimethylbenzamides have been measured. The substituent effects have been examined by a multi-substituent parameter method incorporating a steric effect parameter. The barriers to rotation are subject to a large steric effect, whilst the carbon-13 chemical shifts of the carbonyl group and the methyl groups are dominated by the resonance effect.

https://doi.org/10.1071/CH9782623

© CSIRO 1978

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