Angewandte Chemie International Edition · 2022 · 70 citations · 39 references
Natural SciencesChemical EngineeringChemistryCatalysisGreen ChemistryInorganic ChemistryCharge Transfer ReactionsCross-coupling ReactionsMetal CatalysisPhotocatalysisPhotochemistryTransition Metal ChemistryCross CouplingHeterogeneous Catalyst DesignHeterogeneous Metal CatalysisMetal Ligand CoordinationMetal-ligand Charge TransferNickel CatalysisNickel CatalystsNickel-catalyzed Cross-coupling
Abstract We demonstrate that several visible‐light‐mediated carbon−heteroatom cross‐coupling reactions can be carried out using a photoactive Ni II precatalyst that forms in situ from a nickel salt and a bipyridine ligand decorated with two carbazole groups (Ni(Czbpy)Cl 2 ). The activation of this precatalyst towards cross‐coupling reactions follows a hitherto undisclosed mechanism that is different from previously reported light‐responsive nickel complexes that undergo metal‐to‐ligand charge transfer. Theoretical and spectroscopic investigations revealed that irradiation of Ni(Czbpy)Cl 2 with visible light causes an initial intraligand charge transfer event that triggers productive catalysis. Ligand polymerization affords a porous, recyclable organic polymer for heterogeneous nickel catalysis of cross‐coupling reactions. The heterogeneous catalyst shows stable performance in a packed‐bed flow reactor during a week of continuous operation.
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Nickel: The “Spirited Horse” of Transition Metal Catalysis
Valentine P. Ananikov · ACS Catalysis · 2015 · 801 citations