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Unsymmetric-1,3-disubstituted imidazolium salt for palladium-catalyzed Suzuki–Miyaura cross-coupling reactions of aryl bromides
Authors:Hong-Wei Yu  Ji-Cheng Shi  Hong Zhang  Peng-Yu Yang  Xin-Ping Wang  Zi-Lin Jin
Institution:

aState Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012, China

bState Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China

Abstract:A series of 1-(ferrocenylethyl)-3-substituted-imidazolium salts 3-substitute = 2,6-di(iso-propyl)phenyl (1a), 2,4,6-trimethylphenyl (1b), tert-butyl (1c), 1-Ad (1d), cyclohexyl (1e)] have been synthesized from a racemic ferrocenylethyl acetate and the corresponding N-substituted imidazole in high yields (70–94%). A combination of Pd(OAc)2 and 1ad was found to form an excellent catalyst system for the Suzuki–Miyaura cross-coupling reactions of aryl bromides with phenylboronic acid in the presence of Cs2CO3.
Keywords:Palladium  Imidazol-2-ylidene  Suzuki–Miyaura reaction  Aryl bromides  Catalysis
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