Investigation of the Amide Rotation in N,N-Dialkylbenzamides. 7--Re-examination of the Role of the Hydrogen Bond in 2-Mercapto Substituted Derivatives

Article abstract of DOI:10.1002/mrc.1260230811

Barriers to the amide rotation in mercapto-N,N-dialkylbenzamides and some of their derivatives were measured by dynamic 1H NMR.For N,N-diisopropylamides, barriers to rotation about carbonyl-aryl bond were also determined.The results show that the intramolecular hydrogen bond has only a very small influence on the measured barriers.In contrast to the literature data, only one set of signals, common to all possible forms of 2-mercapto-N,N-dimethylbenzamide, has been observed.