Structural effects on the transition states of imine-forming eliminations in N-substituted O-(arylsulfonyl) hydroxylamines

RV Hoffman, JM Shankweiler

Index: Hoffman, Robert V.; Shankweiler, Jean M. Journal of the American Chemical Society, 1988 , vol. 110, # 12 p. 4019 - 4022

Full Text: HTML

Citation Number: 9

Abstract

Abstract: A series of amines with various alkyl and aryl substituents at C-1 were converted to the corresponding N-(arylsulfonoxy) amines, which served as precursors for base-promoted, imine-forriling elimination. By varying the bases used to promote the elimination and by varying the leaving groups attached to nitrogen, the Brsnsted parameters B and BlgCH3 were determined. These were used to locate the transition state on the More OFerrall- ...