Visible Light-Driven Radical-Mediated C–C Bond Cleavage/Functionalization in Organic Synthesis

Thermal C-C bond cleavage reactions allow the construction of structurally diverse molecular skeletons via predictable and efficient bond reorganizations. Visible light photoredox-catalyzed radical-mediated C-C bond cleavage reactions have recently emerged as a powerful alternative method for overco...

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Published inChemical reviews Vol. 121; no. 1; pp. 506 - 561
Main Authors Yu, Xiao-Ye, Chen, Jia-Rong, Xiao, Wen-Jing
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 13.01.2021
Subjects
Chemical bonds
Chemical reactions
Chemists
Cleavage
cleavage (chemistry)
Covalent bonds
light
Photoredox catalysis
Radicals
thermodynamics
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Summary:Thermal C-C bond cleavage reactions allow the construction of structurally diverse molecular skeletons via predictable and efficient bond reorganizations. Visible light photoredox-catalyzed radical-mediated C-C bond cleavage reactions have recently emerged as a powerful alternative method for overcoming the thermodynamic and kinetic barrier of C-C bond cleavage in diverse molecular scaffolds. In recent years, a plethora of elegant and useful reactions have been invented, and the products are sometimes otherwise inaccessible by classic thermal reactions. Considering the great influence and synthetic potential of these reactions, we provide a summary of the state of art visible light-driven radical-mediated C-C bond cleavage/functionalization strategies with a specific emphasis on the working models. We hoped that this review will be useful for medicinal and synthetic organic chemists and will inspire further reaction development in this interesting area.
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ISSN:0009-2665
1520-6890
1520-6890
DOI:10.1021/acs.chemrev.0c00030