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Ethanol‐promoted reductive homocoupling reactions of aryl halides catalyzed by palladium on carbon (Pd/C)
Authors:Linjun Shao  Yijun Du  Minfeng Zeng  Xiudong Li  Wenting Shen  Shufeng Zuo  Yueqing Lu  Xian‐Man Zhang  Chenze Qi
Institution:1. Institute of Applied Chemistry, Shaoxing University, Shaoxing, Zhejiang Province 312000, People's Republic of China;2. College of Yuanpei, Shaoxing University, Shaoxing, Zhejiang Province 312000, People's Republic of China
Abstract:Homocoupling reactions of aryl bromides or iodides proceeded smoothly with palladium on carbon (Pd/C) catalyst, ethanol and base in dimethyl sulfoxide (DMSO) to afford exclusively symmetric biaryls in good to excellent yields. Ethanol was first used as a reducing agent in situ to reduce the Pd2+/C species into Pd0/C active species to complete the catalytic redox cycle. It was found that ethanol can promote the Pd/C‐catalyzed reductive homocoupling of aryl iodides and bromides efficiently in the presence of base. A reaction mechanism has been put forward and discussed. Copyright © 2010 John Wiley & Sons, Ltd.
Keywords:palladium  biaryls  aryl halides  homocoupling  ethanol
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