Unveiling Potent Photooxidation Behavior of Catalytic Photoreductants

13 January 2021, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We describe a photocatalytic system that reveals latent photooxidant behavior from one of the most reducing conventional photoredox catalysts, N-phenylphenothiazine (PTH). This aerobic photochemical reaction engages difficult to oxidize feedstocks, such as benzene, in C(sp2)–N coupling reactions through direct oxidation. Mechanistic studies are consistent with activation of PTH via photooxidation and that Lewis acid co-catalysts scavenge inhibitors formed upon catalyst activation.

Keywords

Photoredox Catalysts
organocatalysis
Lewis acid co-catalysis
Aerobic Oxidations
C–H amination
Radical Cation Chemistry
radical ion catalysis
hole-priming

Supplementary materials

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Title
Unveiling Potent Photooxidation Behavior of Catalytic Photoreductants - Supporting Info
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