Dissociation of trans-2-arylcyclopropylammonium ions and rates of 2,4-dinitrophenylation of trans-2-arylcyclopropylamines

Abstract

Neither the ρ value for dissociation of trans-2-arylcyclopropylammonium ions (0·52) nor that for dinitrophenylation of the amines (–0·46) implies a conjugative interaction across the cyclopropane ring. The effective σ value for 4-F in the dinitrophenylation is not significantly different from σ°_4–F but that from the dissociation reaction is much lower than σ°_4–F.