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Published March 1, 1978 | public
Journal Article

Nitrogen-15 Magnetic Resonance Spectroscopy. Natural-Abundance Spectra of Secondary Amides

Abstract

The ^(15)N chemical shifts of 17 N-alkyl- and N-arylethanamides have been determined at the natural-abundance level of ^(15)N using Fourier-transform methods. The shift effects produced by several substituent groups are compared with corresponding substituent effects in amino acids, amino acid derivatives, and dipeptides. The results show that N-alkylethanamides are not especially good models for predicting ^(15)N shifts in dipeptides. The sensitivity of the ^(15)N shift of N-arylethanamides to electronic effects, as reflected in the Hammett p constant, is less than that of the ^(15)N shift in para-substituted benzenamines.

Additional Information

© 1978 American Chemical Society. Received September 28, 1977. Supported by the National Science Foundation and by the Public Health Service, Research Grant No. GM-11073, from the Division of General Medical Sciences.

Additional details

Created:
August 19, 2023
Modified:
October 24, 2023