Conformational analysis of 2-substituted methylenecyclohexanes and 3-substituted cyclohexenes and the anomeric effect
Open Access
- 15 March 1977
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 55 (6) , 1015-1023
- https://doi.org/10.1139/v77-142
Abstract
The analysis of the 13C and 1H nuclear magnetic resonance data of 2-substituted methylenecyclohexanes and 3-substituted cyclohexenes demonstrates that a double bond stabilizes the axial conformer for an electronegative substituent. Introduction of a methoxy group on the double bond further increases the relative stability of the axial conformer. These results are interpreted in terms of the 'double bond – no bond' resonance.Keywords
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