title: Gold-Catalyzed Suzuki Coupling of ortho-Substituted Hindered Aryl Substrates.
abstract: A method that allows hindered ortho-substituted aryl iodides to be efficiently coupled to phenylboronic acid using a gold-catalyzed C-C bond formation is presented. The use of a molecularly-defined dinuclear gold chloride catalytic precursor that is stabilized by a new tetradentate (N,N')-diamino-(P,P')-diphosphino ferrocene hybrid ligand in a Suzuki-type reaction is described for the first time. Electron-rich isopropyl groups on phosphorus were found essential for a superior activity, while the performances of a set of analogous gold dinuclear complexes that were fully characterized by multinuclear NMR spectroscopy and XRD analysis, were investigated. Therefore, arylation of para and ortho-substituted iodoarenes bearing electron-rich, electron-poor functional groups, and even hindered polycyclic aromatic compounds is described.
authors.affiliation: Université de Bourgogne, Institut de Chimie Moléculaire de l'Université de Bourgogne, UMR-CNRS 6302-Université de Bourgogne Franche-Comté (UBFC), 9, avenue Alain Savary, 21078, Dijon, France.
authors.forename: Nejib
authors.initials: N
authors.lastname: Dwadnia
authors.affiliation: Université de Bourgogne, Institut de Chimie Moléculaire de l'Université de Bourgogne, UMR-CNRS 6302-Université de Bourgogne Franche-Comté (UBFC), 9, avenue Alain Savary, 21078, Dijon, France.
authors.forename: Julien
authors.initials: J
authors.lastname: Roger
authors.affiliation: Université de Bourgogne, Institut de Chimie Moléculaire de l'Université de Bourgogne, UMR-CNRS 6302-Université de Bourgogne Franche-Comté (UBFC), 9, avenue Alain Savary, 21078, Dijon, France.
authors.forename: Nadine
authors.initials: N
authors.lastname: Pirio
authors.affiliation: Université de Bourgogne, Institut de Chimie Moléculaire de l'Université de Bourgogne, UMR-CNRS 6302-Université de Bourgogne Franche-Comté (UBFC), 9, avenue Alain Savary, 21078, Dijon, France.
authors.forename: Hélène
authors.initials: H
authors.lastname: Cattey
authors.affiliation: Laboratoire de Chimie Organique Physique UR11ES74, Faculté des Sciences, Université de Sfax, 3038, SFax, Tunisia.
authors.forename: Ridha
authors.initials: R
authors.lastname: Ben Salem
authors.affiliation: Université de Bourgogne, Institut de Chimie Moléculaire de l'Université de Bourgogne, UMR-CNRS 6302-Université de Bourgogne Franche-Comté (UBFC), 9, avenue Alain Savary, 21078, Dijon, France.|Institut Universitaire de France (IUF), 103 Boulevard Saint Michel, 75005, Paris Cedex, France.
authors.forename: Jean-Cyrille
authors.initials: JC
authors.lastname: Hierso
keywords: Suzuki coupling; functionalized ferrocenes; gold; halides; hybrid (P, N)-ligands