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Gold-Catalyzed Heck Reaction

Vivek W. Bhoyare, E. Daiann Sosa Carrizo, Chetan C. Chintawar, Vincent Gandon, Nitin T. Patil

2023Journal of the American Chemical Society88 citationsDOI

Abstract

Herein, we report a gold-catalyzed Heck reaction facilitated by the ligand-enabled Au(I)/Au(III) redox catalysis. The elementary organometallic steps such as migratory insertion and β-hydride elimination have been realized in the catalytic fashion for the first time in gold chemistry. The present methodology not only overcomes the limitations of previously known transition metal-catalyzed Heck reactions such as the requirement of specialized substrates and formation of a mixture of regioisomeric products as a result of the undesirable chain-walking process but also offers complementary regioselectivity as compared to other transition metal catalysis.

Topics & Concepts

ChemistryCatalysisRegioselectivityHeck reactionCombinatorial chemistryHydrideTransition metalLigand (biochemistry)PalladiumRedoxOrganometallic chemistryReductive eliminationOrganic chemistryMetalReceptorBiochemistryCatalytic Alkyne ReactionsCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods
Gold-Catalyzed Heck Reaction | Litcius