Recyclable and Reusable Pd(OAc)2/DABCO/PEG-400 System for Suzuki−Miyaura Cross-Coupling Reaction

Jin-Heng Li,* Wen-Jie Liu, and Ye-Xiang Xie
Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China
J. Org. Chem., 2005, 70 (14), pp 5409–5412
DOI: 10.1021/jo050353m
Publication Date (Web): June 2, 2005
Copyright © 2005 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, jhli@hunnu.edu.cn

Abstract

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A stable and efficient Pd(OAc)2/DABCO (triethylenediamine) catalytic system for Suzuki−Miyaura cross-coupling reaction has been developed. In the presence of Pd(OAc)2 and DABCO, coupling of aryl halides with arylboronic acids was carried out smoothly to afford good to excellent yields and high turnover numbers (TONs) (the maximal TONs were up to 960 000 for the reaction of 1-iodo-4-nitrobenzene with phenylboronic acid) using PEG-400 as the solvent. Moreover, the Pd(OAc)2/DABCO/PEG-400 system could be recycled and reused five times without any loss of catalytic activity for aryl iodides and bromides.

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History

  • Published In Issue July 08, 2005
  • Received February 24, 2005

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