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Journal Articles Advanced Synthesis and Catalysis Year : 2022

Nickel Metallaphotoredox Catalysis Enabling Desulfurative Cross Coupling Reactions

Abstract

Metallaphotoredox processes have emerged as powerful methods for CÀ C bond formations. The Ni-photoredox catalyzed desulfurative cross-coupling of thiol derivatives with aryl bromides has now been established. This procedure provides access to simple and complex unsymmetrical diarylmethane molecules under mild reaction conditions with a broad functional group tolerance. The key steps of the reaction involve a silane-mediated halogen-atom transfer (XAT) and a subsequent intramolecular homolytic substitution (SH), forming C-centered radicals from various thiol derivatives as shown by mechanistic studies. This study paves the way for new transformations of abundant, naturally occurring thiols.
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Dates and versions

hal-03894116 , version 1 (12-12-2022)

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Lilian Geniller, Marc Taillefer, Florian Jaroschik, Alexis Prieto. Nickel Metallaphotoredox Catalysis Enabling Desulfurative Cross Coupling Reactions. Advanced Synthesis and Catalysis, 2022, 364 (24), pp.4249-4254. ⟨10.1002/adsc.202201152⟩. ⟨hal-03894116⟩
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