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Nuclear Magnetic Resonance Spectroscopy. Cyclopropane Derivatives

Patel, Dinshaw J. and Howden, M. E. H. and Roberts, John D. (1963) Nuclear Magnetic Resonance Spectroscopy. Cyclopropane Derivatives. Journal of the American Chemical Society, 85 (20). pp. 3218-3223. ISSN 0002-7863. doi:10.1021/ja00903a036. https://resolver.caltech.edu/CaltechAUTHORS:20151016-112437420

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Abstract

Chemical shifts and coupling constants have been determined from the analysis of proton nuclear magnetic resonance spectra for a series of cyclopropane derivatives. The geminal and vicinal cyclopropyl couplings have opposite signs. Additional ^(13)C-H coupling constants have been obtained for cyclopropanes which support the conclusion that the hybridization of the carbon-hydrogen bonding orbitals in cyclopropanes is close to sp. The chemical shifts for several cyclopropane hydrocarbons seem consistent with a ring-current effect.


Item Type:Article
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http://dx.doi.org/10.1021/ja00903a036DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja00903a036PublisherArticle
Additional Information:© 1963 American Chemical Society. Received April 30, 1963. Supported in part by the Office of Naval Research and the National Science Foundation. Besides the generous gifts of samples of cyclopropane derivatives meritioned above, we are deeply grateful to Drs. A. A. Bothner-By, J. D. Swalen, and Professor K. B. Wiberg for supplying us with program decks for the calculation and fitting of n.m.r. spectra for use with the IBM 7090 computer. Mr. K. Servis and Mr. L. Sloan provided extensive help with the computations.
Funders:
Funding AgencyGrant Number
Office of Naval Research (ONR)UNSPECIFIED
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Other Numbering System NameOther Numbering System ID
Caltech Gates and Crellin Laboratories of Chemistry2964
Issue or Number:20
DOI:10.1021/ja00903a036
Record Number:CaltechAUTHORS:20151016-112437420
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151016-112437420
Official Citation:Nuclear Magnetic Resonance Spectroscopy. Cyclopropane Derivatives Dinshaw J. Patel, M. E. H. Howden, and John D. Roberts Journal of the American Chemical Society 1963 85 (20), 3218-3223 DOI: 10.1021/ja00903a036
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61205
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:16 Oct 2015 21:24
Last Modified:10 Nov 2021 22:45

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