European Journal of Organic Chemistry · 2012 · 46 citations · 58 references
Natural SciencesChemistryCatalysisGreen ChemistryOrganometallic ChemistryCatalyst DesignCatalyst PreparationCoordination ChemistryCross-coupling ReactionsHeterocyclic ChemistryLigand Efficiency OptimizationLigand DesignLigand Design For Cross-couplingMolecular CatalystsPalladium CatalystsSuzuki - Miyaura CouplingTransition-metal-catalyzed Functionalization
Abstract This study describes an efficient class of hemilabile benzimidazolyl–phosphane ligands that can be easily accessed from commercially available and inexpensive starting materials. The application of this ligand array in the palladium‐catalyzed Suzuki–Miyaura coupling reaction of aryl chlorides with arylboronic acids is described. The palladium catalyst generated from this hemilabile phosphane is highly effective in the Suzuki–Miyaura coupling of unactivated aryl chlorides, and catalyst loadings as low as 1 ppm can be achieved.
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David W. Old, John P. Wolfe, Stephen L. Buchwald · Journal of the American Chemical Society · 1998 · 811 citations