High-pressure fluorine-19 NMR study of the degenerate isomerization of hexafluoroacetone anils. Evidence for the existence of two different inversion transition states

…, SD Kinrade, A Sera, T Asano, T Okada

Index: Swaddle, Thomas W.; Doine, Hideo; Kinrade, Stephen D.; Sera, Akira; Asano, Tsutomu; Okada, Toshio Journal of the American Chemical Society, 1990 , vol. 112, # 6 p. 2378 - 2382

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Citation Number: 9

Abstract

Abstract: Solvent, temperature, and pressure effects on the rate of the degenerate isomerization of hexafluoroacetone anils were studied by I9F NMR. The results unequivocally demonstrated that the mechanism is not rotation about the carbon-nitrogen bond even in the presence of a strongly electron-donating substitutent in the para position of the phenyl group because the polarity of the reactant did not increase in the activation ...