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Low-temperature carbon-13 nuclear magnetic resonance spectroscopic investigation of C_4H_7^+. Evidence for an equilibrium involving the nonclassical bicyclobutonium ion and the bisected cyclopropylcarbinyl cation

Staral, John S. and Yavari, Issa and Roberts, John D. and Prakash, G. K. Surya and Donovan, Daniel J. and Olah, George A. (1978) Low-temperature carbon-13 nuclear magnetic resonance spectroscopic investigation of C_4H_7^+. Evidence for an equilibrium involving the nonclassical bicyclobutonium ion and the bisected cyclopropylcarbinyl cation. Journal of the American Chemical Society, 100 (25). pp. 8016-8018. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20151007-093103076

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Abstract

Much experimental and theoretical work has been directed toward elucidating the nature of the cationic intermediate(s) involved in cyclopropylcarbinyl, cyclobutyl, and allylcarbinyl interconversions under so-called “stable-ion" as well as solvolytic condition. Whereas all experimental evidence on C_4H_7^+ indicates that the species is a nonclassical cation, controversy continues regarding the equilibrium geometry of this cation, with some favoring the bicyclobutonium structure la, and others the “bisected” cyclopropylcarbinyl arrangement (1b).


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http://dx.doi.org/10.1021/ja00493a045DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja00493a045PublisherArticle
Additional Information:© 1978 American Chemical Society. December 6, 1978. Supported by the National Science Foundation. We thank Professor F. A. L. Anet of the University of California at Los Angeles for the generous use of his facilities to obtain the 63.1-MHz ^(13)C NMR spectra.
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Caltech Crellin Laboratories of Chemistry5745
Issue or Number:25
Record Number:CaltechAUTHORS:20151007-093103076
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151007-093103076
Official Citation:Low-temperature carbon-13 nuclear magnetic resonance spectroscopic investigation of C4H7+. Evidence for an equilibrium involving the nonclassical bicyclobutonium ion and the bisected cyclopropylcarbinyl cation John S. Staral, Issa Yavari, John D. Roberts, G. K. Surya Prakash, Daniel J. Donovan, and George A. Olah Journal of the American Chemical Society 1978 100 (25), 8016-8018 DOI: 10.1021/ja00493a045
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:60862
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:07 Oct 2015 22:33
Last Modified:03 Oct 2019 09:01

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