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Imidazole‐coordinated monodentate NHC–Pd(II) complex derived from proline and its application to the coupling reaction of arylboronic acids with carboxylic acid anhydrides in water at room temperature
Authors:Xiao‐Bao Shen  Ting‐Ting Gao  Jian‐Mei Lu  Li‐Xiong Shao
Institution:College of Chemistry and Materials Engineering, Wenzhou University, Chashan University Town, Wenzhou, Zhejiang Province 325035, People's Republic of China
Abstract:Cleavage of a C? N bond of imidazolium salt derived from N‐phenyl‐substituted proline was observed in this laboratory. A novel imidazole‐coordinated monodentate NHC–Pd(II) complex 5 was obtained as the sole product in good yield in the reaction of imidazolium salt 4 with Pd(OAc)2 in refluxing THF. The structure of complex 5 was determined unambiguously by an X‐ray diffraction. The complex was found to be a good catalyst in the cross‐coupling reaction of arylboronic acids with carboxylic acid anhydrides in water at room temperature. Copyright © 2011 John Wiley & Sons, Ltd.
Keywords:N‐heterocyclic carbene  proline  palladium  coupling reaction  synthetic methods
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