title: Sustainable Heck-Matsuda reaction with catalytic amounts of diazonium salts: an experimental and theoretical study.
abstract: The palladium-catalyzed Heck-Matsuda reaction with a catalytic amount of an in-situ-generated diazonium salt proceeded under mild and sustainable conditions. The reaction proceeded at room temperature, under base-free conditions, and only generated tBuOH, H(2)O, and N(2) as by-products. Ortho-substituted diazonium salts were more-efficiently coupled to methyl acrylate than their corresponding para isomers, which required the addition of anisole as an additive. In support of these experimental data, we carried out theoretical studies to gain a deeper understanding of these reaction outcomes.
authors.affiliation: Université de Pau et des Pays de l'Adour, UMR CNRS 5254, IPREM, 2, Avenue du Président Pierre Angot, 64053 Pau Cedex 9, France.
authors.forename: Nicolas
authors.initials: N
authors.lastname: Susperregui
authors.forename: Karinne
authors.initials: K
authors.lastname: Miqueu
authors.forename: Jean-Marc
authors.initials: JM
authors.lastname: Sotiropoulos
authors.forename: François
authors.initials: F
authors.lastname: Le Callonnec
authors.forename: Eric
authors.initials: E
authors.lastname: Fouquet
authors.forename: François-Xavier
authors.initials: FX
authors.lastname: Felpin