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Palladium‐catalyzed direct arylation of polyfluoroarene and facile synthesis of liquid crystal compounds
Author(s) -
Ma Xiaowei,
Liu Yan,
Liu Ping,
Xie Jianwei,
Dai Bin,
Liu Zhiyong
Publication year - 2014
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.3106
Subject(s) - chemistry , catalysis , yield (engineering) , palladium , halide , aryl , toluene , alkyl , solvent , organic chemistry , base (topology) , combinatorial chemistry , medicinal chemistry , mathematical analysis , materials science , mathematics , metallurgy
A convenient approach has been developed to prepare polyfluorobiphenyl by Pd(OAc) 2 /PCy 3 ‐catalyzed direct arylation of polyfluoroarenes with aromatic halides in the presence of Cs 2 CO 3 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.