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Intraligand Charge Transfer Enables Visible Light Mediated Nickel Catalyzed Cross Coupling Reactions
We demonstrate that several visible light mediated carbon heteroatom cross coupling reactions can be carriedout 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 Cl2 . 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 Cl2 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 operatio