19320-04-8Relevant articles and documents
Atropisomerism in o-Arylacetyl-N,N-dimethylbenzamides
Jones, Paul R.,Weisman, Gary R.,Baillargeon, Maurice J.,Gosink, Thomas A.
, p. 3618 - 3620 (2007/10/02)
A series of o-arylacetyl-N,N-dimethylbenzamides, 1-7, being studied as models for chain tautomers, differed markedly in their 1H NMR spectral properties, as a function of the substituents R1-R4.In the two cases where substituents were placed ortho to the amide group, the benzylic protons were anisochronous at ambient temperatures.Reported dynamic 1H NMR results are consistent with concomitant C-N and aryl-CO torsional processes.The 13C carbonyl shifts are compared with those of model compounds.