Advanced Synthesis & Catalysis · 2007 · 246 citations · 14 references
Natural SciencesChemical EngineeringChemistryCatalysisElectrochemistryOrganic ChemistryCatalytic MechanismsCharge Transfer ReactionsIndustrial ElectrochemistryOrganic SynthesisOxidation ReactionsRedox CatalysisElectrochemical FunctionalizationElectrochemical OxidationHeck ReactionQuinone Chemistry
Abstract Palladium( II ) acetate‐catalyzed Heck‐type reactions have been performed from the arene 1 and alkenes ( n ‐butyl acrylate, styrene) in acetic acid at room temperature, in the presence of a catalytic amount of benzoquinone or hydroquinone. The reactions have been made catalytic in benzoquinone [which is used to continuously oxidize the Pd(0) into to the active Pd(II) species able to activate the ArH bond] by the electrochemical oxidation of hydroquinone, formed in the reaction, back to benzoquinone.
14
M.D.K. Boele, Gino P. F. van Strijdonck, André H. M. de Vries et al. · Journal of the American Chemical Society · 2002 · 615 citations · Full text