Organic Letters · 2004 · 173 citations · 10 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCatalyst DesignCatalyst PreparationCatalytic MaterialsCoordination ChemistryCross-coupling ReactionsHeterocyclic ChemistryAryl Halide CouplingCatalyst MechanismsCatalyst OptimizationCross-coupling CatalysisPalladium-catalyzed Cross-couplingSuzuki - Miyaura Coupling
An inexpensive and highly efficient Pd(OAc)(2)/Dabco catalytic system has been developed for the cross-coupling of aryl halides with arylboronic acids. A combination of Pd(OAc)(2) and Dabco (triethylenediamine) was observed to form an excellent catalyst, which affords high TONs (turnover numbers; TONs up to 950 000 for the reaction of PhI and p-chlorophenylboronic acid) for Suzuki-Miyaura cross-coupling of various aryl iodides and bromides with arylboronic acids. [reaction: see text]
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David W. Old, John P. Wolfe, Stephen L. Buchwald · Journal of the American Chemical Society · 1998 · 811 citations
Eric R. Strieter, Donna G. Blackmond, Stephen L. Buchwald · Journal of the American Chemical Society · 2003 · 252 citations