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Title: Nickel(II) Complexes of Bidentate N-heterocyclic Carbene/Phosphine Ligands: Efficient Catalysts for Suzuki Coupling of Aryl Chlorides
Authors: Lee, C. C.;Ke, W. C.;Chan, K. T.;Lai, C. L.;Hu, Ching-Han;Lee, H. M.
Contributors: 化學系
Keywords: Carbene ligands;Crosscoupling;Nickel;Phosphane ligands;Synthetic methods
Date: 2007-01
Issue Date: 2012-05-03T06:17:58Z
Publisher: WILEY-VCH Verlag GmbH & Co.
Abstract: Nickel(II) complexes of bidentate N-heterocyclic carbene (NHC)/phosphane ligand L were prepared and structurally characterized. Unlike palladium, which forms [PdCl(2)(L)], the stable nickel product isolated is the ionic [Ni(L)(2)]Cl(2). These Ni(II) complexes are highly robust in air. Among different N-substituents on the ligand framework, the nickel complex of ligand L bearing N-1-naphthylmethyl groups (2 a) is a highly effective catalyst for Suzuki cross-coupling between phenylboronic acid and a range of aryl halides, including unreactive aryl chlorides. The activities of 2 a are largely superior to those of other reported nickel NHC complexes and their palladium counterparts. Unlike the previously reported [NiCl(2)(dppe)] (dppe=1,2-bis(diphenylphosphino)ethane), 2 a can effectively catalyze the cross-coupling reaction without the need for a catalytic amount of PPh(3), and this suggests that the PPh(2) functionality of hybrid NHC ligand L can partially take on the role of free PPh(3). However, for unreactive aryl chlorides at low catalyst loading, the presence of PPh(3) accelerates the reaction.
Relation: Chemistry - A European Journal, 13(2): 582-591
Appears in Collections:[Department of Chemistry] Periodical Articles

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