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Conformational Equilibria and Equilibration of Tetramethylhexahydrotetrazine. Slow Nitrogen Inversion. N-Methyl Groups with a Preference for Axial Positioning

Anderson, J. Edgar and Roberts, John D. (1968) Conformational Equilibria and Equilibration of Tetramethylhexahydrotetrazine. Slow Nitrogen Inversion. N-Methyl Groups with a Preference for Axial Positioning. Journal of the American Chemical Society, 90 (15). pp. 4186-4187. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20151013-145416081

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Abstract

The ambient-temperature pmr spectrum of N,N’,-N”,N”’-tetramethylhexahydrotetrazine2 (1) at 60 MHz shows two sharp peaks of relative intensity 1:3, as would be expected for rapid conformational inversion. However, at -87°, the methylene resonance appears as an AB quartet while there is a 1:1 doublet for the temperature nmr spectrum of 1 to which we call attention here are independent of the choice between 5 and 6.


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http://dx.doi.org/10.1021/ja01017a065DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja01017a065PublisherArticle
Additional Information:© 1968 American Chemical Society. Received May 6, 1968. Supported by the National Science Foundation. Harkness Fellow of the Commonwealth Fund of New York, 1966-1968.
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Caltech Gates and Crellin Laboratories of Chemistry3678
Issue or Number:15
Record Number:CaltechAUTHORS:20151013-145416081
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151013-145416081
Official Citation:Conformational equilibria and equilibration of tetramethylhexahydrotetrazine. Slow nitrogen inversion. N-methyl groups with a preference for axial positioning J. Edgar Anderson and John D. Roberts Journal of the American Chemical Society 1968 90 (15), 4186-4187 DOI: 10.1021/ja01017a065
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61085
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:14 Oct 2015 19:35
Last Modified:03 Oct 2019 09:04

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