title: Mechanistic study of the oxidative coupling of styrene with 2-phenylpyridine derivatives catalyzed by cationic rhodium(III) via C-H activation.
abstract: The Rh(III)-catalyzed oxidative coupling of alkenes with arenes provides a greener alternative to the classical Heck reaction for the synthesis of arene-functionalized alkenes. The present mechanistic study gives insights for the rational development of this key transformation. The catalyst resting states and the rate law of the reaction have been identified. The reaction rate is solely dependent on the catalyst and alkene concentrations, and the turnover-limiting step is the migratory insertion of the alkene into a Rh-C(aryl) bond.
authors.affiliation: Instituto de Investigaciones Químicas, Consejo Superior de Investigaciones Científicas-Universidad de Sevilla, c/Americo Vespucio 49, 41092 Sevilla, Spain.
authors.forename: Mikaël
authors.initials: M
authors.lastname: Brasse
authors.forename: Juan
authors.initials: J
authors.lastname: Cámpora
authors.forename: Jonathan A
authors.initials: JA
authors.lastname: Ellman
authors.forename: Robert G
authors.initials: RG
authors.lastname: Bergman
mesh_terms: D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D002412:Cations; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008958:Models, Molecular; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry; D010084:Oxidation-Reduction; D058451:Oxidative Coupling; D011725:Pyridines / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013343:Styrenes / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: D000475:Alkenes; D002412:Cations; D009942:Organometallic Compounds; D011725:Pyridines; D013343:Styrenes; C058324:2-phenylpyridine; D012238:Rhodium