水介质中高分子配体负载微粒钯催化Suzuki偶联反应

Polymer-supported Nano-palladium as Catalyst for Suzuki Cross-coupling Reaction in Water

对Wang树脂进行改性,制备了高分子负载纳米钯催化剂,并将其应用于水介质中卤代芳烃与芳硼酸的Suzuki偶联反应。以溴苯和苯硼酸的偶联反应为模型,考察了溶剂、温度、碱种类、催化剂用量对反应的影响,确定较佳的反应条件为:n(C6H5Br)∶n(C6H5B(OH)2)∶n(WRP-Pd)∶n(K2CO3)∶n(TBAB)=1.0∶1.5∶0.005∶2.0∶0.5,反应温度100℃,反应时间4h。用氯代芳烃代替溴代芳烃反应时,延长反应时间,也能得到较高产率。催化剂经过简单的过滤洗涤后,重复使用4次活性无明显降低。

A new functional resin based on Wang resin was prepared to immobilize the palladium nanoparticles. The application of the supported catalyst in the Suzuki reaction between aryl halides and arylboronic acids in water was described. The influences of the reaction conditions,such as solvent,temperature,base and the amount of the catalyst were investigated with the reaction of bromobenzene and phenylboronic acid as the model. The optimal conditions were found to be：100 ℃,n（ C6 H5 Br） ∶ n（ C6 H5 B （ OH） 2） ∶n（ WRP-Pd） ∶ n（ K2CO3） ∶ n（ TBAB） = 1. 0∶1. 5∶0. 005∶2. 0∶0. 5 and 4 h. The high yields were obtained through prolongating the reaction time when aromatic chlorides were used as substrates. The catalyst could be reused four times without significant loss in its activity by simple filtration and washing.