Substituent effects in benzyl carbanions and in nitrogen analogues by linear extrathermodynamic relationships

Abstract

Chemical shifts of spin-active nuclei at the para position of ω-substituted benzyl carbanions, N-substituted anilines, and sodium N-substituted anilides are sensitive monitors of effects induced by substituents directly bonded to the carbanionic carbon atom and the nitrogen: the MeSO₂, MeSO, and CN groups show incoherent effects in the three types of compounds.