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Palladium(II)‐Catalyzed CH Activation/CC Cross‐Coupling Reactions: Versatility and Practicality

Angewandte Chemie International Edition · 2009 · Vol. 48(28) · pp. 5094–5115
Xiao ChenKeary M. EngleDong‐Hui WangJin‐Quan Yu

Abstract

In the past decade, palladium-catalyzed C-H activation/C-C bond-forming reactions have emerged as promising new catalytic transformations; however, development in this field is still at an early stage compared to the state of the art in cross-coupling reactions using aryl and alkyl halides. This Review begins with a brief introduction of four extensively investigated modes of catalysis for forming C-C bonds from C-H bonds: Pd(II)/Pd(0), Pd(II)/Pd(IV), Pd(0)/Pd(II)/Pd(IV), and Pd(0)/Pd(II) catalysis. A more detailed discussion is then directed towards the recent development of palladium(II)-catalyzed coupling of C-H bonds with organometallic reagents through a Pd(II)/Pd(0) catalytic cycle. Despite the progress made to date, improving the versatility and practicality of this new reaction remains a tremendous challenge.

Catalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsAsymmetric Hydrogenation and CatalysisPalladiumCatalysisChemistryCatalytic cycleReagentArylCoupling reactionHalideCombinatorial chemistryAlkyl

MeSH terms

AlkenesCatalysisMolecular ConformationOrganometallic CompoundsPalladiumStereoisomerismCrystallography, X-Ray
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