title: Electronic effect on the kinetics of the diaza-cope rearrangement.
abstract: Hammett plot reveals that there is a significant electronic effect on the rate of resonance assisted hydrogen bond (RAHB) directed diaza-Cope rearrangement reaction with a rho value of 1.6. DFT computation shows that the rearrangement reaction becomes thermodynamically more favorable for the substrates with electron withdrawing substituents. A substrate with the nitro substituent (1a) reacts about 50-fold faster than that with the methoxy substituent (1g).
authors.affiliation: Department of Chemistry, College of Natural Sciences, Kyonggi University, Suwon 443-760, Korea.
authors.forename: Dong-Nam
authors.initials: DN
authors.lastname: Lee
authors.forename: Hyunwoo
authors.initials: H
authors.lastname: Kim
authors.forename: Leo
authors.initials: L
authors.lastname: Mui
authors.forename: Seung-Woon
authors.initials: SW
authors.lastname: Myung
authors.forename: Jik
authors.initials: J
authors.lastname: Chin
authors.forename: Hae-Jo
authors.initials: HJ
authors.lastname: Kim