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Published October 1, 1963 | public
Journal Article

Nuclear Magnetic Resonance Spectroscopy. Cyclopropane Derivatives

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.

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.

Additional details

Created:
August 19, 2023
Modified:
October 25, 2023