Spectroscopic study of monosubstituted amides. II. Rotation isomers in amides substituted by aliphatic side-chain models

The influence of the substituents upon the Amide I and νNH frequencies has been analyzed for ten amides substituted by aliphatic side chains. By considering the aliphatic chain field effect, some data are obtained as to the conformation of the N? C_α bond. In two amides, the presence of an equilibrium between two conformers is shown and a semiquantitative estimation of the energies involved is obtained. The consequences for polypeptides conformation, especially for poly-L -valine, are discussed.