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Updated: Mar 27, 2026

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Dual-Ligand System for Mild Decarbonylative Suzuki-Miyaura Cross-Coupling of Aroyl Chlorides
Marcus H Sak1, Yichen Jiang1, Eric N Jacobsen1
1Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.
Abstract:
Cooperativity between a pair of phosphine ligands enables general Pd-catalyzed decarbonylative Suzuki-Miyaura cross-couplings between (hetero)-aroyl chlorides and (hetero)-arylboronic acids under mild conditions. Experimental and computational studies support a ligand-relay mechanism in which each phosphine preferentially promotes different elementary steps, enhancing the yield and selectivity relative to using either ligand alone. These results validate empirical, mechanism-agnostic screening through pooling-deconvolution as a means for identifying synthetically enabling catalytic methods and mechanisms for multiligand cooperativity.
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