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Evidence for Rapid and Reversible Equilibration of the γ,γ-Diphenylallylcarbinyl and Diphenylcyclopropylcarbinyl Free Radicals

Halgren, Thomas A. and Howden, Merlin E. H. and Medof, M. Edward and Roberts, John D. (1967) Evidence for Rapid and Reversible Equilibration of the γ,γ-Diphenylallylcarbinyl and Diphenylcyclopropylcarbinyl Free Radicals. Journal of the American Chemical Society, 89 (12). pp. 3051-3052. ISSN 0002-7863. http://resolver.caltech.edu/CaltechAUTHORS:20151014-144940963

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Abstract

We wish to report an example of an unusually facile and reversible free-radical rearrangement in which a substituted allylcarbinyl free radical is interconverted with the corresponding cyclopropylcarbinyl radical. The investigation of the radical rearrangement complements previous studies on analogous carbanion and similar carbonium ion systems.


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http://dx.doi.org/10.1021/ja00988a046DOIArticle
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Additional Information:© 1967 American Chemical Society. Received January 30, 1967. Supported by the National Science Foundation. A preliminary account of the decomposition of t-butyl (γ,γ-diphenylallyl)peracetate and the theoretical problems posed thereby was presented at the Symposium on Small-Ring Compounds at the 142nd National Meeting of the American Chemical Society, Washington, D. C., March 22, 1962.
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Caltech Gates and Crellin Laboratories of Chemistry3415
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Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20151014-144940963
Official Citation:Evidence for rapid and reversible equilibration of the .gamma.,.gamma.-diphenylallylcarbinyl and diphenylcyclopropylcarbinyl free radicals Thomas A. Halgren, Merlin E. H. Howden, M. Edward Medof, and John D. Roberts Journal of the American Chemical Society 1967 89 (12), 3051-3052 DOI: 10.1021/ja00988a046
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61113
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:15 Oct 2015 20:23
Last Modified:15 Oct 2015 20:23

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