Divergent Reactivity of a Dinuclear (NHC)Nickel(I) Catalyst versus Nickel(0) Enables Chemoselective Trifluoromethylselenolation

双核(NHC)镍(I)催化剂与镍(0)催化剂反应活性的差异使得化学选择性三氟甲基硒化反应成为可能。

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Abstract

We herein showcase the ability of NHC-coordinated dinuclear Ni(I) -Ni(I) complexes to override fundamental reactivity limits of mononuclear (NHC)Ni(0) catalysts in cross-couplings. This is demonstrated with the development of a chemoselective trifluoromethylselenolation of aryl iodides catalyzed by a Ni(I) dimer. A novel SeCF(3) -bridged Ni(I) dimer was isolated and shown to selectively react with Ar-I bonds. Our computational and experimental reactivity data suggest dinuclear Ni(I) catalysis to be operative. The corresponding Ni(0) species, on the other hand, suffers from preferred reaction with the product, ArSeCF(3) , over productive cross-coupling and is hence inactive.

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