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Title: Direct C5-Arylation Reaction between Imidazoles and Aryl Chlorides Catalyzed by Palladium Complexes with Phosphines and N-Heterocyclic Carbenes
Authors: P. Vijaya Kumar;Lin, Wu-Shien;Shen, Jiun-Shian;Debkumar Nandi;Lee, Hon Man
Contributors: 化學系
Date: 2011-09
Issue Date: 2014-08-14T04:30:32Z
Publisher: American Chemical Society
Abstract: Palladium(II) acetate complexes bearing phosphines and carbene ligands, Pd(L)(PR3)(OAc)2 (1a, R = Ph; 1b, R = Cy; L = 1,3-dibenzylimidazol-2-ylidene), were prepared by salt metathesis reactions of their chloro complexes with AgOAc in good yields. The electron-rich 1b was efficient in catalyzing C-5 direct arylation of imidazoles with aryl halides. Most significantly, the catalytic system allows a range of aryl chlorides as substrates. Microwave irradiation effectively promotes the reactions, with good yields obtainable in only 2 h. In combination with the classical method of C–C bond formation reactions, novel imidazole derivatives featuring biaryl and styryl subunits were successfully obtained from 1,4-dichlorobenzene and 1-bromo-4-chlorobenzene.
Relation: Organometallics, 30(19): 5160-5169
Appears in Collections:[Department of Chemistry] Periodical Articles

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