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Atom Transfer Radical Polymerization of Functionalized Vinyl Monomers Using Perylene as a Visible Light Photocatalyst
Published on: April 22, 2016
Alcohol Etherification via Alkoxy Radicals Generated by Visible-Light Photoredox Catalysis
Alexandra R Rivero1, Peter Fodran1, Alica Ondrejková1
1Department of Chemistry and Molecular Biology, University of Gothenburg, Kemigården 4, 412 96 Gothenburg, Sweden.
Abstract:
A mechanistically divergent method is described that, employing a commercially available hypervalent iodine(III) reagent, generates alkoxy radicals from 1°, 2°, and 3° alcohols and allows their use in the functionalization of C(sp3)-H and C(sp2)-H bonds. This visible-light photoredox catalysis produces alkyl ethers via 1,5/6-hydrogen atom transfer or aryl ethers via 1,5-addition. This mild methodology provides a practical strategy for the synthesis of acetals, orthoesters, tetrahydrofurans, and chromanes.
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