The complex Ni(C60bpy)(o-tol)Cl (C60bpy = 4-fullerene-4'-methyl-2,2'-bipyridyl; o-tol = ortho-tolyl) was synthesized and characterized with electronic absorption spectroscopy and transient absorption spectroscopy. Nickel complexes have been utilized to catalyze cross-coupling reactions in conjunction with transition metal photosensitizers. It was recently shown that some nickel(II) aryl halide catalytic intermediates can catalyze the formation of C—O bonds by engaging in photoinduced electron transfer in the absence of a traditional photosensitizer. It was hypothesized that coordination of fullerene, an electron acceptor, could extend the excited state lifetime of the nickel catalysts and thus enhance their photocatalytic properties. Ni(C60bpy)(o-tol)Cl displays unique excited state dynamics compared to Ni(bpy)(o-tol)Cl (bpy = 2,2'-bipyridyl). A 1MLCT excited state is populated upon 450 nm irradiation of both complexes, followed by intersystem crossing to populate 3MLCT states. Fullerene coordination extends the 3MLCT excited state lifetime from a few picoseconds to &gt; 7 ns. Additionally, Ni(C60bpy)(o-tol)Cl undergoes photolysis upon 450 nm irradiation in 1:3 THF:DCM. Ni(C60bpy)(o-tol)Cl is a promising photocatalyst for cross-coupling chemistry.

Synthesis and characterization of a nickel(II) bipyridine fullerene photocatalyst

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.