Abstract
A light-driven method for the generation of aryl radicals from triarylbismuth(III) and (V) reagents is described. Aryl radical generation is proposed to occur through the ligand-assisted mesolytic cleavage of an organobismuth(IV) intermediate generated from either oxidation of BiIII or reduction of BiV. This mode of aryl radical generation is demonstrated to be compatible with a range of bimolecular radical arylations, including hydroarylation of electron-deficient olefins and arylation of diboronates, disulfides, sulfonyl cyanides, phosphites, and isocyanides. The intermediacy of an aryl radical is supported by radical trapping and radical clock experiments, and BiIV-aryl mesolysis is supported computationally.
Original language | English (US) |
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Pages (from-to) | 2664-2670 |
Number of pages | 7 |
Journal | ACS Catalysis |
Volume | 14 |
Issue number | 4 |
DOIs | |
State | Published - Feb 16 2024 |
All Science Journal Classification (ASJC) codes
- Catalysis
- General Chemistry
Keywords
- aryl radical
- arylbismuth
- organobismuth
- photochemical
- radical generation