title: Regio- and Stereochemical Aspects of the Palladium-Catalyzed Desilylation-Arylation of Substituted Vinylsilanes.
abstract: The palladium-catalyzed desilylation-arylation of substituted vinylsilanes by p-iodoanisole in the presence of bidentate phosphine ligands is described. Apart from enhancing the rate of the reaction considerably, heteroatom-based functional groups in the vinylsilane moiety have a profound influence on the regiochemistry. A catalytic cycle for the chelation-controlled desilylation-arylation reaction involving five- and six-membered chelate rings is proposed.
authors.affiliation: Dipartimento di Chimica Organica "A. Mangini", Facoltà di Chimica Industriale, viale Risorgimento 4, I-40136 Bologna, Italy, and Laboratoire de Synthèse Organique, Faculté des Sciences et Techniques, rue de la Houssinière 2, F-44072 Nantes Cedex 03, France.
authors.forename: Davide
authors.initials: D
authors.lastname: Alvisi
authors.forename: Errol
authors.initials: E
authors.lastname: Blart
authors.forename: Bianca Flavia
authors.initials: BF
authors.lastname: Bonini
authors.forename: Germana
authors.initials: G
authors.lastname: Mazzanti
authors.forename: Alfredo
authors.initials: A
authors.lastname: Ricci
authors.forename: Paolo
authors.initials: P
authors.lastname: Zani