Novel Bis(phosphine-immidazolium salts) Bridged by Polyethylene Glycol (PEG): Synthesis and Aqueous Suzuki Reaction

Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (05): 742-746. Previous Articles Next Articles

Notes

聚乙二醇(PEG)桥连的新型双N-杂环卡宾-膦的合成及其在水相Suzuki反应中的应用

于宏伟^1,2,3，童庆松¹，贾莉¹，金子林²，施继成*^,1

(¹福建师范大学化学与材料学院福建省高分子材料重点实验室福州 350007)
(²大连理工大学精细化学国家重点实验室大连 116012)
(³石家庄学院化工学院石家庄 050035)

收稿日期:2010-08-03 修回日期:2010-10-22 发布日期:2010-12-22
通讯作者: 施继成 E-mail:jchshi@fjnu.edu.cn

Novel Bis(phosphine-immidazolium salts) Bridged by Polyethylene Glycol (PEG): Synthesis and Aqueous Suzuki Reaction

Yu Hongwei^1,2,3 Tong Qingsong¹ Jia Li¹ Jin Zilin² Shi Jicheng*^,1

(¹College of Chemistry and Materials Science, Key Laboratory of Polymer Materials of Fujian Prov-ince, Fujian Normal University, Fuzhou 350007)
(²State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012)
(³School of Chemical Engineering, Shijiazhuang University, Shijiazhuang 050035)

Received:2010-08-03 Revised:2010-10-22 Published:2010-12-22
Contact: Ji-cheng Shi E-mail:jchshi@fjnu.edu.cn

A new PEG-bridged bis(phosphine-immidazolium) ligand has been prepared by the reaction of acetyl 1-(diphenylphosphinoferrocenyl)ethyl ester with bis(imidazole) compound derived from PEG-400, and characterized by ¹H NMR, ³¹P NMR and API-MS techniques. The synthesized PEG-bridged bis(phosphine-immidazolium) ligand can be used efficiently as supporting ligand in the palladium-catalyzed Suzuki reaction of aryl bromides with phenylboronic acid in organic phase as well as in aqueous phase.

Key words: N-heterocyclic carbene, PEG, aqueous catalysis, C—C bond-forming reaction

Cite this article

YU Hong-Wei, TONG Qing-Song, JIA Li, JIN Zi-Lin, SHI Ji-Cheng. Novel Bis(phosphine-immidazolium salts) Bridged by Polyethylene Glycol (PEG): Synthesis and Aqueous Suzuki Reaction[J]. Chin. J. Org. Chem., 2011, 31(05): 742-746.

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聚乙二醇(PEG)桥连的新型双N-杂环卡宾-膦的合成及其在水相Suzuki反应中的应用

Novel Bis(phosphine-immidazolium salts) Bridged by Polyethylene Glycol (PEG): Synthesis and Aqueous Suzuki Reaction

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