title: 5-azahexenoyl radicals cyclize via nucleophilic addition to the acyl carbon rather than 5-exo homolytic addition at the imine.
abstract: Molecular orbital calculations predict that the 5-azahexenoyl radical ring closes via nucleophilic addition to the acyl carbon to afford the 5-exo product; CCSD(T)/cc-pVDZ/ /BHLYP/cc-pVDZ calculations predict energy barriers of 36.1 and 46.9 kJ mol-1 for the exo and endo cyclization modes of the 5-azahexenoyl radical, respectively.
authors.affiliation: School of Chemistry, Bio21 Institute of Molecular Science and Biotechnology, University of Melbourne, Victoria, Australia 3010.
authors.forename: Chantal T
authors.initials: CT
authors.lastname: Falzon
authors.forename: Ilhyong
authors.initials: I
authors.lastname: Ryu
authors.forename: Carl H
authors.initials: CH
authors.lastname: Schiesser