title: A Simple Mathematical Model for the Cooperative and Competitive Substituent Effects Found in the Cope Rearrangements of Phenyl-Substituted 1,5-Hexadienes.
abstract: A simple mathematical model is derived for the dependence of the substituent effects in the Cope rearrangements of substituted 1,5-hexadienes on the interallylic bond lengths in the transition structures. The model qualitatively reproduces the cooperative substituent effects that have been found in the Cope rearrangements of 2,5-diphenyl- and 1,3,4,6-tetraphenyl-1,5-hexadiene and the competitive substituent effects that have been found in the Cope rearrangement of 1,3,5-triphenyl-1,5-hexadiene. B3LYP/6-31G* calculations have been performed in order to assess more quantitatively the performance of the model, and the results of these calculations are discussed.
authors.affiliation: Department of Chemistry, Box 351700, University of Washington, Seattle, Washington 98195-1700.
authors.forename: David A
authors.initials: DA
authors.lastname: Hrovat
authors.affiliation: Department of Chemistry, Box 351700, University of Washington, Seattle, Washington 98195-1700.
authors.forename: Weston Thatcher
authors.initials: WT
authors.lastname: Borden