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The nuclear magnetic resonance spectra of N-nitroso-N-alkyl amino acids

✍ Scribed by Yuan L. Chow; Joel Polo

Publisher
John Wiley and Sons
Year
1981
Tongue
English
Weight
489 KB
Volume
15
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

Structurally related acyclic and cyclic N‐nitroso‐N‐alkyl amino acids were prepared and their ^1^H, ^13^C and ^15^N NMR spectra were investigated. The changes in the ^13^C NMR spectra of the N‐nitroso α‐amino acids after dissolving in solvents suggest that they posses the Z‐configuration in the crystalline state; in solution some of them isomerize to mixtures of the Z‐ and E‐isomers whose composition appear to depend on steric factors. The ^13^C chemical shifts were assigned on the basis of anisotropic effects of the nitrosamino group and configurational stability. The ^13^C chemical shifts were correlated with those of the nitrosamines of the same carbon skeletons and the effects of changing a methyl group to the carboxylic acid are deshielding on the α‐carbons and shielding on the β‐carbons.

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