title: Mechanistic study of the titanocene(III)-catalyzed radical arylation of epoxides.
abstract: An atom-economical and catalytic arylation of epoxide-derived radicals is described. The key step of the catalytic system is a sequential electron and proton transfer for the rearomatization of the radical σ-complex and catalyst regeneration. Kinetic, computational, spectroscopic, and cyclovoltammetric investigations highlight the key issues of the reaction mechanism and catalyst stabilization by collidine hydrochloride. Studies employing radicophiles rule out the participation of cations as reactive intermediates.
authors.affiliation: Kekulé-Institut für Organische Chemie und Biochemie, Universität Bonn, Gerhard Domagk Strasse 1, 53121 Bonn (Germany). andreas.gansaeuer@uni-bonn.de.
authors.forename: Andreas
authors.initials: A
authors.lastname: Gansäuer
authors.forename: Daniel
authors.initials: D
authors.lastname: von Laufenberg
authors.forename: Christian
authors.initials: C
authors.lastname: Kube
authors.forename: Tobias
authors.initials: T
authors.lastname: Dahmen
authors.forename: Antonius
authors.initials: A
authors.lastname: Michelmann
authors.forename: Maike
authors.initials: M
authors.lastname: Behlendorf
authors.forename: Rebecca
authors.initials: R
authors.lastname: Sure
authors.forename: Meriam
authors.initials: M
authors.lastname: Seddiqzai
authors.forename: Stefan
authors.initials: S
authors.lastname: Grimme
authors.forename: Dhandapani V
authors.initials: DV
authors.lastname: Sadasivam
authors.forename: Godfred D
authors.initials: GD
authors.lastname: Fianu
authors.forename: Robert A
authors.initials: RA
authors.lastname: Flowers
keywords: DFT; arylation; cyclic voltammetry; epoxides; radicals; titanium