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An improved practical Pd/C‐catalyzed Sonogashira cross‐coupling reaction for the synthesis of liquid crystals of trans‐cyclohexyltolans
Author(s) -
Shang Hongyong,
Hua Ruimao,
Zheng Qingwei,
Zhang Jianli,
Liang Xiao,
Zhu Qiming
Publication year - 2010
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.1642
Subject(s) - sonogashira coupling , chemistry , catalysis , palladium , acetone , benzene , filtration (mathematics) , solvent , coupling reaction , combinatorial chemistry , organic chemistry , medicinal chemistry , statistics , mathematics
Abstract An improved practical synthesis of liquid crystals of trans‐cyclohexyltolans by Sonogashira cross‐coupling reaction of 1‐iodo‐4‐(trans‐4‐alkylcyclohexyl)benzene with aromatic terminal alkynes in the presence of Pd/C (palladium on activated carbon) as low as 0.03 mol% of Pd and CuI (2 mol%) in a mixture solvent of acetone–water (5:2 in volume) is described. The liquid crystals could be obtained in high yields as a solid with excellent purity by simple filtration, and the filtrate could be reused several times while still retaining high catalytic activity. Copyright © 2010 John Wiley & Sons, Ltd.