Journal of the American Chemical Society
Journal of the American Chemical Society
5 years ago

Oxidatively Induced C–H Activation at High Valent Nickel

Oxidatively Induced C–H Activation at High Valent Nickel
Allan J. Canty, Melanie S. Sanford, Eugene Chong, Jeff W. Kampf, Alireza Ariafard
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.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b02387

DOI: 10.1021/jacs.7b02387

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