4.7 Article

Rhodium-catalyzed selective C-H functionalization of NNN tridentate chelating compounds via a rollover pathway

Journal

CHEMICAL COMMUNICATIONS
Volume 52, Issue 15, Pages 3159-3162

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc09960a

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Funding

  1. Institute for Basic Science in Korea [IBS-R010-D1]

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Reported herein is the first example of the Rh(NHC)-catalyzed selective bis C-H alkylation of NNN tridentate chelating compounds in reaction with alkenes. The observed excellent site-selectivity can readily be explained by the postulated rollover pathway in the C-H bond activation step. The reaction is highly facile affording bis-alkylated tridentate products in high yields over a broad range of versatile heteroarene substrates and alkene reactants including ethylene gas, thus enabling its applications to be feasible in coordination and synthetic chemistry.

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