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Nuclear Magnetic Resonance Spectroscopy. Conformational Equilibria and Equilibration of 5,5-Difluoro-cis-hydrindan and 9-Methyl-5,5- difluoro-cis-hydrindan

Lack, Ruth E. and Roberts, John D. (1968) Nuclear Magnetic Resonance Spectroscopy. Conformational Equilibria and Equilibration of 5,5-Difluoro-cis-hydrindan and 9-Methyl-5,5- difluoro-cis-hydrindan. Journal of the American Chemical Society, 90 (25). pp. 6997-7001. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20151013-145414780

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Abstract

The rate of ring inversion and conformational equilibration of 5,5-difluoro-cis-hydrindahn as been determined from the temperature dependence of its fluorine magnetic resonance spectrum. The activation energy for ring inversion was found to be 6.9 ± 0.2 kcal/mol. Introduction of an angular methyl group at the 9 position resulted in an increase in the activation energy to 8.1 ± 0.3 kcal/mol.


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http://dx.doi.org/10.1021/ja01027a019DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja01027a019PublisherArticle
Additional Information:© 1968 American Chemical Society. Received April 24, 1968. Supported in part by the National Science Foundation. On leave of absence from the Department of Organic Chemistry, The University of Sydney, Sydney Australia.
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Caltech Gates and Crellin Laboratories of Chemistry3654
Issue or Number:25
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Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151013-145414780
Official Citation:Nuclear magnetic resonance spectroscopy. Conformational equilibria and equilibration of 5,5-difluoro-cis-hydrindan and 9-methyl-5,5-difluoro-cis-hydrindan Ruth E. Lack and John D. Roberts Journal of the American Chemical Society 1968 90 (25), 6997-7001 DOI: 10.1021/ja01027a019
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61081
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:14 Oct 2015 19:28
Last Modified:03 Oct 2019 09:04

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