Exploring the Reducing Ability of Organic Dye (Acr+ -Mes) for Fluorination and Oxidation of Benzylic C(sp3 )-H Bonds under Visible Light Irradiation

Organic Letters
Ming XiangLi-Zhu Wu

Abstract

The excellent oxidizing capability of acridinium-based organic dye (Acr+-Mes) is fully studied in photoredox catalysis. However, its reducing ability is always considered weak for organic transformation. The reducing ability of Acr+-Mes is developed by Selectfluor to achieve effective fluorination and oxidation of benzylic C(sp3)-H bonds under visible light irradiation, which is not available for the direct use of oxidizing ability of excited Acr+-Mes. Mechanistic insights provided strong evidence for the oxidative quenching of Acr+-Mes.

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Nov 21, 2017·Chemical Communications : Chem Comm·Lijun GuMinglong Yuan
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