Nuclear Magnetic Resonance Evidence for High Barrier of Conformational Inversion in Hexahydro-3, 3, 7, 7-tetramethyl-1, 2-oxazepine-5-one

RE Wasylishen, KC Rice…

Index: Wasylishen,R.E. et al. Canadian Journal of Chemistry, 1975 , vol. 53, p. 414 - 418

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Citation Number: 6

Abstract

Variable temperature proton nmr spectra indicate an activation energy of 19.0±0.5 kcal/mol for conformational equilibration in hexahydro-3, 3, 7, 7-tetramethyl-1, 2-oxazepine-5-one. It is suggested that the rate process involves slow conformational interconversion of the seven- membered ring and not slow inversion at the nitrogen atom. The synthesis of several related 1, 2-oxazepines is described.