Abstract
| - The barrier to rotation and hydrogen bondinginteractions of 2,2-dicyano-1-(N,N‘-dimethylamino)vinylbenzene (1) were studied in a range of solvents. The barrier torotation of 1 in chloroform was 14.8 kcal/mol and increasedby 1.7 kcal/mol in a protic solvent, trifluoroethanol. FTIRstudies showed a shift in the cyano stretch of 1 to a higherwavenumber in trifluoroethanol, which is consistent with 1participating in a hydrogen bonding interaction at the vinylcarbon (Cv) of the enaminonitrile group.
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