Rhodium-catalyzed selective CH functionalization of NNN tridentate chelating compounds via a rollover pathway.

Chem Commun (Camb)

Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), Daejeon 305-701, Korea and Department of Chemistry, Korea Advanced Institute of Science & Technology (KAIST), Daejeon 305-701, Korea.

Published: February 2016

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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http://dx.doi.org/10.1039/c5cc09960aDOI Listing

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