有机化学 ›› 2012, Vol. 32 ›› Issue (04): 790-793.DOI: 10.6023/cjoc1108181 上一篇    下一篇

研究简报

新型四齿膦配体在钯催化的Suzuki 偶联反应中的应用

张愚, 易韬, 王堃, 付海燕, 陈华, 李瑞祥   

  1. 四川大学化学学院 有机金属络合催化研究所 绿色化学及技术教育部重点实验室 成都 610064
  • 收稿日期:2011-08-18 修回日期:2011-11-21 出版日期:2012-04-25 发布日期:2012-04-24
  • 通讯作者: 李瑞祥 E-mail:liruixiang@scu.edu.cn

A New Tetraphosphine and Its Application in Pd-Catalyzed Suzuki Cross-Coupling Reaction

Zhang Yu, Yi Tao, Wang Kun, Fu Haiyan, Chen Hua, Li Ruixiang   

  1. Key Laboratory of Green Chemistry and Technology of the Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064
  • Received:2011-08-18 Revised:2011-11-21 Online:2012-04-25 Published:2012-04-24

由廉价易得的1,2-环己二胺作为起始原料, 通过简单的合成步骤制备了一种新型的四齿膦配体1, 并将该配体应用于钯催化的Suzuki 交叉偶联反应中. 在仅为0.1 mol%的催化剂用量下, 成功地实现了多种氯/溴代芳烃、氯/溴代杂环芳烃以及溴代烷烃底物与苯硼酸的交叉偶联反应, 产率最高可达99%.

关键词: 催化, 钯, 四膦配体, Suzuki 交叉偶联, 苯硼酸

A new tetraphosphine, N,N,N',N'-tetra(diphenylphosphinomethyl)-cyclohexane-1,2-diamine (1) has been designed and synthesized from the commercially available cyclohexane-1,2-diamine as starting material. This tetraphosphine in combination with [Pd(η3-C3H5)Cl]2 is a very efficient catalyst for Suzuki cross-coupling reaction. Various aryl- and heteroaryl-chlorides as well as aryl-, heteroaryl-, and alkyl-bromides could be successfully transformed to the desired products in up to 99% yield with 0.1 mol% catalyst loading.

Key words: catalysis, palladium, tetraphosphine, Suzuki cross-coupling, phenylboronic acid