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An Aerobic and Very Fast Pd/C‐Catalyzed Ligand‐Free and Aqueous Suzuki Reaction Under Mild Conditions
Author(s) -
Liu Chun,
Rao Xiaofeng,
Zhang Yixia,
Li Xinmin,
Qiu Jieshan,
Jin Zilin
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201300334
Subject(s) - chemistry , catalysis , suzuki reaction , ligand (biochemistry) , aqueous solution , aryl , molecular oxygen , coupling reaction , aqueous medium , combinatorial chemistry , oxygen , organic chemistry , palladium , receptor , alkyl , biochemistry
An aerobic, ligand‐free Suzuki reaction catalyzed by Pd/C in aqueous media has been developed. This method is a very simple, efficient and mild protocol for the cross‐coupling of aryl bromides with arylboronic acids, and the reactions proceeded smoothly in excellent yields within short reaction times. Control experiments demonstrated that the Pd/C‐catalyzed Suzuki reaction was much quicker when performed in air or oxygen than in nitrogen. Furthermore, this protocol could be used for the synthesis of fluorinated liquid‐crystalline compounds. The Pd/C catalyst could be recovered and recycled efficiently at least ten times without significant loss of catalytic activity.