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Ketyl Radical Generation by Photoexcited Palladium and Development of Organopalladium-Type Reactions

Kosaku Tanaka

2024ACS Catalysis15 citationsDOI

Abstract

Enabling reactions of traditional substrates that are inert to Pd catalysts has the potential for further advancements in the field of Pd chemistry. In this study, we developed a method for generating ketyl radicals through the reaction of a photoexcited Pd species with ketones. Upon subsequent reaction with olefins, the ketyl radicals generated through this method yielded Pd-specific reductive and Heck-type coupling products. Mechanistic studies indicated that the proposed radical generation method exhibits characteristics distinct from those of traditional methods such as SmI 2 reduction and photoredox-catalyzed reactions.

Topics & Concepts

OrganopalladiumPalladiumKetylPhotochemistryChemistryCatalysisOrganic chemistryBenzophenoneRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions
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