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Palladium‐catalyzed direct arylation of polyfluoroarene and facile synthesis of liquid crystal compounds
Authors:Xiaowei Ma  Yan Liu  Ping Liu  Jianwei Xie  Bin Dai  Zhiyong Liu
Institution:1. School of Chemical Engineering and Technology, Tianjin University, Tianjin, China;2. School of Chemistry and Chemical Engineering/Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi, China
Abstract:A convenient approach has been developed to prepare polyfluorobiphenyl by Pd(OAc)2/PCy3‐catalyzed direct arylation of polyfluoroarenes with aromatic halides in the presence of Cs2CO3 as base and toluene as solvent. In most cases, the desired arylated products of aromatic bromides were obtained in good to excellent yield at 80°C, and aryl chlorides also gave modest to good yields of arylated products at 110°C. According to this efficient C―C bondforming method, polyfluorobiphenyl liquid crystal compounds were prepared by Pd‐catalyzed direct arylation reactions of polyfluoroarenes with long alkyl chain substituted aryl bromides in 62–96% yield. Copyright © 2014 John Wiley & Sons, Ltd.
Keywords:palladium  arylation  polyfluoroarenes  C―  H activation  liquid crystal compounds
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