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Published November 1, 1965 | public
Journal Article

Nitrogen-15 Magnetic Resonance Spectroscopy. IV. The Degenerate Bimolecular Exchange of Protons in Ketimines

Abstract

The imine protons of nitrogen-15 labeled ketimines exhibit temperature-dependent nuclear magnetic resonances. Analysis of the effect of concentration of substrate on the mean lifetime indicates that the spectral changes result from a bimolecular exchange of protons between imines. The activation energy of this process in diphenylketimine-^(15)N was determined to be 13.8 ± 2 kcal./mole, whereas in sec-butylphenylketimine-^(15)N the activation energy was about 6 kcal./mole. In the latter case, separate resonances were observed for the distinct syn and anti isomers.

Additional Information

© 1965 American Chemical Society. Received May 12, 1965. Part III, prepared for publication for the Symposium "N.M.R. in Chemistry: The Fifteenth Year," Academic Press Inc., New York, N. Y., in press. Supported in part by the Public Health Service Research Grant 11072-02 from the Division of General Medical Sciences, the Office of Naval Research, and the National Science Foundation. National Science Foundation Predoctoral Fellow, 1962-1965. National Science Foundation Undergraduate Fellow, Summer 1964.

Additional details

Created:
August 19, 2023
Modified:
October 24, 2023