ACS Catalysis · 2022 · 33 citations · 37 references
Natural SciencesChemistryCatalysisInorganic ChemistryOrganic ChemistryCoordination ChemistryCross-coupling ReactionsHalogen ChemistryPhotochemistryReaction MechanismsReductive EliminationCarbon-halogen Reductive EliminationFunctional Group ToleranceHalogen Exchange ReactionsMild Reaction ConditionsNickel CatalystsNickel-catalyzed Cross-couplingPhotochemical Reductive EliminationReductive Elimination From Nickel Complexes
Aryl halides are important chemical components in organic syntheses. Herein, we report visible-light-induced, single nickel-catalyzed halogen exchange of aromatic halides with the corresponding halide salts under mild conditions. Varieties of aryl iodides, bromides, and chlorides can smoothly undergo aromatic Finkelstein or retro-Finkelstein reactions with good functional group tolerance. Experimentally, mechanistic studies showed that excited-state NiII complexes for facile reductive elimination to form carbon–halide bonds were involved in the process of Finkelstein and retro-Finkelstein reactions.
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A Simple Catalytic Method for the Regioselective Halogenation of Arenes
Dipannita Kalyani, Allison R. Dick, Waseem Q. Anani et al. · Organic Letters · 2006 · 358 citations
Tian‐Sheng Mei, Ramesh Giri, Nathan Maugel et al. · Angewandte Chemie International Edition · 2008 · 346 citations