Journal
ORGANIC LETTERS
Volume 21, Issue 1, Pages 114-119Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03547
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Funding
- Czech Science Foundation [18-15175S]
- National Science Centre, Poland (NCN) [2017/27/B/ST4/02494]
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We report a system with ethylene-bridged flavinium salt 2b which catalyzes the aerobic oxidation of toluenes and benzyl alcohols with high oxidation potential (E-ox > +2.5 V vs SCE) to give the corresponding benzoic acids under visible light irradiation. This is caused by the high oxidizing power of excited 2b (E(2b*) = +2.67 V vs SCE) involved in photooxidation and by the accompanying dark organocatalytic oxygenation provided by the in situ formed flavin hydroperoxide 2b-OOH.
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