Oxidatively Induced C-H Activation at High Valent Nickel.
Eugene ChongJeff W KampfAlireza AriafardAlison J CantyMelanie S SanfordPublished in: Journal of the American Chemical Society (2017)
This communication describes a series of oxidatively induced intramolecular arene C-H activation reactions of NiII model complexes to yield NiIV σ-aryl products. These reactions proceed within 10 min at room temperature, which represents among the mildest conditions reported for C-H cleavage at a Ni center. A combination of density functional theory and preliminary experimental mechanistic studies implicate a pathway involving initial 2e- oxidation of the NiII starting materials by the F+ transfer reagent N-fluoro-2,4,6-trimethylpyridinium triflate followed by triflate-assisted C-H cleavage at NiIV to yield the products.