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

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...

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Published inACS catalysis Vol. 12; no. 21; pp. 13549 - 13554
Main Authors Chinchole, Anurag, Henriquez, Marco A., Cortes-Arriagada, Diego, Cabrera, Alan R., Reiser, Oliver
Format Journal Article
LanguageEnglish
Published American Chemical Society 04.11.2022
Subjects
iron chloride
hydroacylation
HAT
photocatalysis
acyl radical
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Summary: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.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.2c03315