催化学报

催化学报 ›› 2010, Vol. 31 ›› Issue (10): 1277-1280.DOI: 10.3724/SP.J.1088.2010.00412

• 研究论文 • 上一篇    下一篇

水溶性亚胺配体/钯催化的室温 Suzuki 反应

刘春, 倪祁健, 胡萍萍, 袁浩, 金子林   

  1. 大连理工大学化工学院精细化工国家重点实验室, 辽宁大连 116012
  • 收稿日期:2010-10-25 出版日期:2010-10-25 发布日期:2014-03-04

Water-Soluble Imine Ligand/Palladium-Catalyzed Suzuki Reaction at Room Temperature

LIU Chun*, NI Qijian, HU Pingping, YUAN Hao, JIN Zilin   

  1. State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology, Dalian 116012, Liaoning, China
  • Received:2010-10-25 Online:2010-10-25 Published:2014-03-04

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1190

被引次数

16

摘要： 设计并合成了一种新型水溶性亚胺双齿配体 I, 并得到其单晶结构. 该配体具有半配位效应和绿色化学特征, 与氯化钯组成的催化体系在空气和室温条件下, 可有效催化乙醇水溶液中的溴代芳烃与芳基硼酸的 Suzuki 交叉偶联反应. 在 n(ArBr) = 0.5 mmol, n(ArB(OH)2) = 0.75 mmol, x(PdCl2) = 1%, x(I) = 2%, n(K2CO3) = 1.0 mmol, c(EtOH) = 50% 水溶液的优化条件下, 经 20 min 反应, 分离收率即可达到 99%.

关键词: Suzuki 反应, 交叉偶联, 亚胺配体, 钯, 水相

Abstract: A new air-stable and water-soluble imine ligand (I) has been synthesized and its single crystal structure has been characterized. This N,O-bidentate ligand, with the possible hemilability and the property of green chemistry, is efficient in the palladium-catalyzed Suzuki cross-coupling of aryl bromide and aryl-boronic acid at room temperature in aqueous ethanol. Under the optimized reaction conditions (i.e., n(ArBr) = 0.5 mmol, n(ArB(OH)2) = 0.75 mmol, x(PdCl2) = 1%, x(I) = 2 mol%, n(K2CO3) = 1.0 mmol, and c(EtOH) = 50% aqueous solu-tion), a 99% isolated yield of the product was obtained in 20 min.

Key words: Suzuki reaction, cross-coupling, imine ligand, palladium, aqueous media