title: Characteristics of the two frontier orbital interactions in the Diels-Alder cycloaddition.
abstract: Two electron-deficient dienes were reacted with a series of twelve electron-poor and electron-rich dienophiles to give, in some cases, the corresponding Diels-Alder adducts. Clear differences in the roles played by the two frontier orbital interactions emerged. It was demonstrated that in the case of normal Diels-Alder cycloadditions, the FMO theory could predict the relative reactivities between dienophiles, while in the case of inverse-electron demand Diels-Alder reactions, it could not. It was shown that the dissymmetry in electron-rich dienophiles increases their reactivities.
authors.affiliation: Université de Sherbrooke, Département de Chimie, 2500 Boulevard Université, Sherbrooke, QC, Canada J1K 2R1. claude.spino@usherbrooke.ca
authors.forename: Claude
authors.initials: C
authors.lastname: Spino
authors.forename: Hadi
authors.initials: H
authors.lastname: Rezaei
authors.forename: Yves L
authors.initials: YL
authors.lastname: Dory