Restricted Rotation in Aryl Amines. XX. Effect of meta Substitution on the Optical Stability of Some N-Benzenesulfonyl-N-carboxymethylmesidines

R Adams, MJ Gortatowski

Index: Adams; Gortatowski Journal of the American Chemical Society, 1957 , vol. 79, p. 5525,5526,5528

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Citation Number: 3

Abstract

Previous studies on the influence of sterically non-interfering substituents on the optical stability of some 4-substituted N-benzenesulfonyl-N-car-boxymethyl-1-amino-2- methylnaphthalenes have shown that electron-withdrawing groups increase, whereas electron-donating groups decrease the racemization rate of the optically active compounds. The effect has been attributed to the degree of resonance stabilization of the planar ...