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Antimony–Oxo Porphyrins as Photocatalysts for Redox-Neutral C–H to C–C Bond Conversion

Luca Capaldo, Martin Ertl, Maurizio Fagnoni, Günther Knör, Davide Ravelli

2020ACS Catalysis51 citationsDOIOpen Access PDF

Abstract

center remains in a high-valent oxidation state, serving uniquely to carry the oxo moiety and activate the coordinated ligands. This porphyrin-based system has been exploited upon irradiation to catalyze C-H to C-C bond conversion via the addition of hydrogen donors (ethers and aldehydes) onto Michael acceptors in a redox-neutral fashion without the need of any external oxidant. Laser flash photolysis experiments confirmed that the triplet excited state of the photocatalyst triggers the desired C-H cleavage.

Topics & Concepts

PhotochemistryChemistryMoietyRedoxPorphyrinExcited stateAntimonyFlash photolysisCatalysisBond cleavagePhotocatalysisHydrogen atomTriplet stateStereochemistryInorganic chemistryKineticsMoleculeOrganic chemistryQuantum mechanicsReaction rate constantAlkylPhysicsNuclear physicsCO2 Reduction Techniques and CatalystsPorphyrin and Phthalocyanine ChemistryRadical Photochemical Reactions
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