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

Lambert, Joseph B. and Oliver, Wallace L. and Roberts, John D. (1965) Nitrogen-15 Magnetic Resonance Spectroscopy. IV. The Degenerate Bimolecular Exchange of Protons in Ketimines. Journal of the American Chemical Society, 87 (22). pp. 5085-5090. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20151015-104904884

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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.


Item Type:Article
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http://dx.doi.org/10.1021/ja00950a018DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja00950a018PublisherArticle
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.
Funders:
Funding AgencyGrant Number
U.S. Public Health Service (USPHS)11072-02
Office of Naval Research (ONR)UNSPECIFIED
NSFUNSPECIFIED
NSF Predoctoral FellowshipUNSPECIFIED
NSF Undergraduate FellowshipUNSPECIFIED
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Caltech Gates and Crellin Laboratories of Chemistry3228
Issue or Number:22
Record Number:CaltechAUTHORS:20151015-104904884
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151015-104904884
Official Citation:Nitrogen-15 Magnetic Resonance Spectroscopy. IV. The Degenerate Bimolecular Exchange of Protons in Ketimines Joseph B. Lambert, Wallace L. Oliver, and John D. Roberts Journal of the American Chemical Society 1965 87 (22), 5085-5090 DOI: 10.1021/ja00950a018
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61150
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:16 Oct 2015 17:07
Last Modified:03 Oct 2019 09:04

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