The conformational analysis of saturated heterocycles. Part XV. 1-t-Butyl-3-methyl- and 1-t-butyl-3,5-dimethyl-4-piperidone and the corresponding 3-ethyl and 3,5-diethyl derivatives
- 1 January 1968
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 1459-1462
- https://doi.org/10.1039/j29680001459
Abstract
The conformational equilibria of 1-t-butyl-3-methyl- and 1-t-butyl-3,5-dimethyl-4-piperidone and the corresponding 3-ethyl and 3,5-diethyl derivatives in carbon tetrachloride were elucidated by n.m.r. spectral studies after simultaneous base-catalysed equilibration and deuteriation. The results are compared with those for the corresponding cyclohexanones and demonstrate the smaller steric requirements of a lone electron pair compared to those of a hydrogen atom.Keywords
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