Improving Alkyl–Alkyl Cross-Coupling Catalysis with Early Transition Metals through Mechanistic Understanding and Metal Tuning
Roman G. Belli, Victoria C. Tafuri, Courtney C. Roberts
Abstract
Alkyl–alkyl cross-coupling is a powerful C–C bond-forming transformation typically catalyzed by late transition metals. Herein, we report a mechanistic investigation into an early transition metal-catalyzed variant of this reaction. Through this mechanistic understanding, an ideal Y catalyst was determined through tuning of the metal in order to optimize the oxidation potential, which governs the rate-limiting step in this reaction. A wide substrate scope is revealed that includes a variety of functional groups as well as less activated substrates.
Topics & Concepts
AlkylCatalysisChemistryTransition metalSubstrate (aquarium)Combinatorial chemistryCoupling reactionComputational chemistryOrganic chemistryOceanographyGeologyCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis