The rotation-dominated ring inversion/nitrogen inversion/rotation process in N-acyloxy-2,2,6,6-tetramethylpiperidines. A dynamic NMR study
- 1 January 1992
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 7,p. 1027-1031
- https://doi.org/10.1039/p29920001027
Abstract
The temperature dependence of the NMR spectra of a series of N-acyloxy-2,2,6,6-tetramethylpiperidines is reported and discussed in terms of a conformational process which involves ring inversion, nitrogen inversion and rotation about the nitrogen–oxygen bond. Nitrogen inversion contributes ca. 11 kcal mol–1 to the observed barriers, so in the compounds with higher barriers, steric interaction of the acyl and methyl groups during rotation determines the barrier height.Keywords
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