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Iron(III)-Light-Induced Homolysis: A Dual Photocatalytic Approach for the Hydroacylation of Alkenes Using Acyl Radicals via Direct HAT from Aldehydes

Anurag Chinchole, Marco A. Henríquez, Diego Cortés‐Arriagada, Alan R. Cabrera, Oliver Reiser

2022ACS Catalysis83 citationsDOI

Abstract

A dual photocatalytic protocol was developed to generate acyl radicals from readily available aldehydes via hydrogen atom transfer (HAT). Synergistic cooperation, being supported by DFT studies, between earth-abundant iron(III)chloride and 9,10-diphenylanthracene (DPA) to activate the aldehyde for a HAT step proved to be an efficient, economic, and green route for the hydroacylation of electron-deficient alkenes under UV-light irradiation with broad functional group compatibility. This methodology can be conveniently scaled up and applied to produce valuable materials from renewable feedstock chemicals.

Topics & Concepts

HydroacylationChemistryRadicalHomolysisDecarbonylationPhotochemistryPhotocatalysisAldehydeCatalysisOrganic chemistryCombinatorial chemistryRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods
Iron(III)-Light-Induced Homolysis: A Dual Photocatalytic Approach for the Hydroacylation of Alkenes Using Acyl Radicals via Direct HAT from Aldehydes | Litcius