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The Configurational Stability of Primary Grignard Reagents

Whitesides, George M. and Kaplan, Fred and Roberts, John D. (1963) The Configurational Stability of Primary Grignard Reagents. Journal of the American Chemical Society, 85 (14). pp. 2167-2168. ISSN 0002-7863. doi:10.1021/ja00897a030.

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The n.m.r. spectrum of the methylene hydrogens of 3,3-dimethylbutylmagnesium chloride in diethyl ether that the trans and gauche coupling constants, J_t and J_g, have the same respective values for each conformation (I-III), the separation of the outer lines for I should be ( J_t + J_g), while the corresponding separation for a rapidly interconverting mixture of II and III would be 1/2(J_t + 3J_g). Therefore, if the averaging of coupling constants observed in the high-temperature spectra is a consequence of changes in conformational populations, the separation of the outer lines would be expected to change appreciably with temperature.

Item Type:Article
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URLURL TypeDescription
Whitesides, George M.0000-0001-9451-2442
Kaplan, Fred0000-0002-9565-0211
Additional Information:© 1963 American Chemical Society. Received May 28, 1963. Supported in part by the Office of Naval Research and The National Science Foundation.
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Office of Naval Research (ONR)UNSPECIFIED
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Caltech Gates and Crellin Laboratories of Chemistry2972
Issue or Number:14
Record Number:CaltechAUTHORS:20151016-112438109
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Official Citation:The Configurational Stability of Primary Grignard Reagents George M. Whitesides, Fred. Kaplan, and John D. Roberts Journal of the American Chemical Society 1963 85 (14), 2167-2168 DOI: 10.1021/ja00897a030
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61207
Deposited By: Ruth Sustaita
Deposited On:16 Oct 2015 18:55
Last Modified:10 Nov 2021 22:45

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