Kinetic and equilibrium studies of the proton and deuteron transfer reaction between diarylcyanomethanes and 1,2-bis(dialkylaminomethyl)benzene in acetonitrile

Article abstract of DOI:10.1016/0022-2860(92)80148-B

Equilibrium and rate constants, primary deuterium isotope effects, and activation parameters have been determined for the proton-transfer reactions of 4-nitrophenyl-phenylcyanomethane and 4-bromophenyl-4-nitrophenylcyanomethane with 1,2-bis(dimethylaminomethyl)benzene and 1,2-bis(diethylaminomethyl)benzene in acetonitrile.The reaction was followed spectrophotometrically using the stopped-flow technique.Large kinetic isotope effects at 25 deg C k_H/k_D = 16.8 - 18.8 were observed for studied reactions.The multistep mechanism of the reactions was proposed.