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Aqueous‐Phase, Palladium‐Catalyzed Heck Reaction: The Significant Role of CN‐containing Counter Anion
Author(s) -
Cai Yueqin,
Song Gonghua,
Zhou Xiaoying
Publication year - 2012
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201200675
Subject(s) - chemistry , catalysis , palladium , bromide , phosphine , malononitrile , ionic liquid , aryl , halide , hydroxide , heck reaction , aqueous solution , diol , potassium hydroxide , aryl halide , organic chemistry , inorganic chemistry , medicinal chemistry , alkyl
Water‐soluble diol‐functionalized imidazolium ionic liquid 1 , prepared from 2,2‐bis(1‐methyl‐methyl‐imidazolium)propane‐1,3‐diol bromide, potassium hydroxide, and malononitrile, was used as an efficient phosphine‐free ligand for palladium‐catalyzed arylation of aryl halides with acrylates in aqueous phase under mild conditions. It was found that the synergistic coordinating action of diol‐functionalized imidazolium cation with CN‐containing anion played the key role in improving the activity and stability of the catalyst.