Nuclear magnetic resonance studies of heterocyclic fluorine compounds. Part 2.—Perfluoro-N-fluoro-piperidine and perfluoro-N-fluoro-morpholine ring systems
- 1 January 1967
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Transactions of the Faraday Society
- Vol. 63, 16-25
- https://doi.org/10.1039/tf9676300016
Abstract
The temperature-dependence of the 19F nuclear magnetic resonance spectra of perfluoro-N-fluoro-piperidine and perfluoro-N-fluoro-morpholine has been examined in the range from –74 to 20°C. The changes in appearance of the spectra are interpreted on the basis of the changing rate of chair-to-chair interconversion. There is evidence that, at corresponding temperatures, this interconversion rate is greater for the perfluoro-N-fluoro-morpholine than for the perfluoro-N-fluoro-piperidine ring. The spectra of perfluoro-(N-fluoro-methylpiperidines) are essentially temperature-independent over the range from –90 to 100°C suggesting conformationally rigid structures. The effect of the perfluoromethyl substituent on the vicinal ring fluorines is considered.Keywords
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