Oxidatively Induced C-H Activation at High Valent Nickel.

J Am Chem Soc

Department of Chemistry, University of Michigan , 930 N. University Avenue, Ann Arbor, Michigan 48109, United States.

Published: May 2017

This communication describes a series of oxidatively induced intramolecular arene C-H activation reactions of Ni model complexes to yield Ni 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 Ni starting materials by the F transfer reagent N-fluoro-2,4,6-trimethylpyridinium triflate followed by triflate-assisted C-H cleavage at Ni to yield the products.

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http://dx.doi.org/10.1021/jacs.7b02387DOI Listing

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