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- W2804633444 abstract "C-N cross-coupling is an important class of reactions with far-reaching impacts across chemistry, materials science, biology, and medicine. Transition metal complexes can elegantly orchestrate diverse aminations but typically require demanding reaction conditions, precious metal catalysts, or oxygen-sensitive procedures. Here, we introduce a mild nickel-catalyzed C-N cross-coupling methodology that operates at room temperature using an inexpensive nickel source (NiBr2·3H2O), is oxygen tolerant, and proceeds through direct irradiation of the nickel-amine complex. This operationally robust process was employed for the synthesis of diverse C-N-coupled products (40 examples) by irradiating a solution containing an amine, an aryl halide, and a catalytic amount of NiBr2·3H2O with a commercially available 365 nm LED at room temperature without added photoredox catalyst and the amine substrate serving additional roles as the ligands and base. Density functional theory calculations and kinetic isotope effect experiments were performed to elucidate the observed C-N cross-coupling reactivity." @default.
- W2804633444 created "2018-06-01" @default.
- W2804633444 creator A5026712634 @default.
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- W2804633444 date "2018-05-22" @default.
- W2804633444 modified "2023-10-15" @default.
- W2804633444 title "C–N Cross-Coupling via Photoexcitation of Nickel–Amine Complexes" @default.
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- W2804633444 doi "https://doi.org/10.1021/jacs.8b03744" @default.
- W2804633444 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6034616" @default.
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