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Umpolung Difunctionalization of Carbonyls via Visible-Light Photoredox Catalytic Radical-Carbanion Relay

Shun Wang, Bei‐Yi Cheng, Matea Sršen, Burkhard König

2020Journal of the American Chemical Society136 citationsDOIOpen Access PDF

Abstract

carbanions. More than 80 substrate examples demonstrate the broad applicability of this reaction sequence. A series of investigations including radical inhibition, deuterium labeling, fluorescence quenching, cyclic voltammetry, and control experiments support the proposed radical-carbanion relay mechanism.

Topics & Concepts

CarbanionChemistryRadicalPhotochemistryPhotoredox catalysisUmpolungQuenching (fluorescence)NucleophileElectrophileCombinatorial chemistryCatalysisOrganic chemistryFluorescencePhotocatalysisQuantum mechanicsPhysicsFluorine in Organic ChemistrySulfur-Based Synthesis TechniquesRadical Photochemical Reactions
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