Nuclear Magnetic Resonance Spectroscopy. A Stereospecific J(CF) Coupling in the Low-Temperature C Nmr Spectrum of 1,1-Difluorocyclohexane.
The proton-decoupled (13)C nmr spectrum of 1,1-difluorocyclohexane has been examined at room temperature and at -90 degrees C. There are only minor changes in the one-bond and two-bond carbon-fluorine scalar coupling constants at the lower temperature; however, the triplet observed for C-3 ((3)J(CF) = 4.7 Hz) collapses to a doublet ((3)J(CF) = 9.5 Hz) at -90 degrees C. It is proposed that only the equatorial fluorine is coupled with the C-3 carbon as the result of operation of a back-lobe orbital interaction.
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CONTRIBUTION NO. 4115 FROM THE GATES, CALIFORNIA INSTITUTE OF TECHNOLOGY, PASADENA, CALIF. 91109.
Charrier
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Roberts
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