title: Beyond 7-azaindole: conjugation effects on intermolecular double hydrogen-atom transfer reactions.
abstract: Conjugation effects on the thermodynamics of ground-state and lowest-singlet excited-state double hydrogen-atom transfer reactions in 7-azaindole and related models are studied with ab initio electronic structure methods. The results indicate that the extended conjugation of the system has a large effect on the relative energies required for hydrogen-atom transfer. The observed energy differences are mainly attributed to stabilization of the tautomer species by enhancing low-energy resonance structures and by allowing for efficient delocalization of excess charge in the reaction center.
authors.affiliation: Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109-1055, USA.
authors.forename: Carlos R
authors.initials: CR
authors.lastname: Baiz
authors.forename: Sarah J
authors.initials: SJ
authors.lastname: Ledford
authors.forename: Kevin J
authors.initials: KJ
authors.lastname: Kubarych
authors.forename: Barry D
authors.initials: BD
authors.lastname: Dunietz