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Oxidatively induced C-H activation at high valent nickel

Chong, E, Kampf, JW, Ariafard, A ORCID: 0000-0003-2383-6380, Canty, AJ and Sanford, MS 2017 , 'Oxidatively induced C-H activation at high valent nickel' , Journal of the American Chemical Society, vol. 139, no. 17 , pp. 6058-6061 , doi: 10.1021/jacs.7b02387.

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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.

Item Type: Article
Authors/Creators:Chong, E and Kampf, JW and Ariafard, A and Canty, AJ and Sanford, MS
Keywords: organonickel, nickel(IV), oxidation, C-H activation
Journal or Publication Title: Journal of the American Chemical Society
Publisher: Amer Chemical Soc
ISSN: 0002-7863
DOI / ID Number: 10.1021/jacs.7b02387
Copyright Information:

© 2017 American Chemical Society

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