Kinetic aspects of [3+2] cycloaddition reactions between (E)-3,3,3-trichloro-1-nitroprop-1-ene and ketonitrones

Abstract

Kinetic measurements show that despite their polar nature, cycloaddition reactions of (E)-3,3,3-trichloro-1-nitroprop-1-ene with ketonitrones take place according to a mechanism that proceeds without intervention of zwitterionic intermediate. This is indicated by the values of activation parameters (activation enthalpy, activation entropy) and the nature of the kinetic solvent effect.