Six-fold rotational potentials in substituted ethanes; a dynamic n.m.r. study of tri-t-alkylmethanols
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 16,p. 1065-1067
- https://doi.org/10.1039/c39880001065
Abstract
Contrary to conventional thinking about carbon–carbon single bonds, there are six different locations for a methyl group and six equivalent conformations during 360° rotation of a t-butyl group in adamantyldi-t-butylmethanol; there is a high barrier to passage through an eclipsed conformation (rotation), and an almost as high barrier to passage through perfectly staggered transition states (libration); similar results obtained for other methanols R1R2R3COH (R = adamantyl or t-butyl).Keywords
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