Advanced Synthesis & Catalysis · 2011 · 48 citations · 82 references
Natural SciencesChemistryCatalysisInorganic ChemistryOrganometallic ChemistryCatalytic MechanismsCross-coupling ReactionsHeterocyclic ChemistryMetal CatalysisMetal-ligand BondingTransition Metal ComplexesCatalyst Structure - Activity RelationshipsComplexation ChemistryCross-coupling CatalysisNickel CatalysisNickel-catalyzed Cross-couplingSuzuki - Miyaura CouplingTransition Metal-catalyzed SynthesisTransition-metal-catalyzed Functionalization
Abstract Room temperature nickel(II) complexes [(4‐MeOC 6 H 4 )Ni(PCy 3 ) 2 OTs and Ni(PCy 3 ) 2 X 2 (X=Cl, Br)]‐catalyzed cross‐coupling reactions of aryl/alkenyl sulfonates with arylboronic acids are described. The nickel(II) complex (4‐MeOC 6 H 4 )Ni(PCy 3 ) 2 OTs proved to be a general catalyst for the Suzuki–Miyaura cross‐coupling reactions of aryl sulfonates with arylboronic acids. By limiting the amount of the water in the initial catalytically active Ni(0) species generation stage, Ni(PCy 3 ) 2 X 2 (X=Cl, Br) could also be efficient catalysts for the cross‐coupling reactions a variety of aryl/activated alkenyl tosylates with arylboronic acids. The mild reaction condition, the easy availability of the catalysts and excellent coupling yields make these catalyst systems potentially useful in organic synthesis.
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Iron-Catalyzed Cross-Coupling Reactions
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