新型绿色有机合成反应设计:Pd/β-环糊精催化的纯水相铃木-宫浦偶联反应  

Pd/β-Cyclodextrin-Catalyzed Suzuki-Miyaura Cross-Coupling in Pure Water:A Novel Green Experiment

作　　者：段新红[1] DUAN Xin-Hong(College of Science,Beijing Forestry University,Beijing 100083,China)

机构地区：[1]北京林业大学理学院,北京100083

出　　处：《化学教育（中英文）》2020年第20期55-58,共4页Chinese Journal of Chemical Education

基　　金：北京林业大学科技创新计划项目(思政、公共基础课教学研究)(2019SG03)。

摘　　要：以环境友好的β-环糊精代替毒性膦配体、纯水代替有机溶剂,设计了4-溴苯乙酮和苯硼酸的绿色铃木-宫浦偶联反应。通过单因素实验,探讨了氯钯酸钠用量、氯钯酸钠/β-环糊精配比、苯硼酸用量、反应温度以及反应时间等对产率的影响。通过引导学生对β-环糊精结构的认识和机理探讨,让学生深刻感受到了绿色化学在有机合成中的重要性,并激发了他们对科学研究的兴趣。该实验环境友好,反应条件温和,反应时间短,产率高,重复性好,适宜于本科实验教学。The Suzuki-Miyaura cross-coupling of 4-BrPhCOCH3 and PhB(OH)2 withβ-cyclodextrin ligand in water is a green alternative to conventional methods using poisonous phosphine ligands and organic solvents.The effects of the ratio of Na2PdCl4/β-CD,the amount of Na2PdCl4 or PhB(OH)2,reaction temperature and time on the yield were investigated by the single factor experiment.By guiding students to recognize theβ-CD structure and discuss the mechanism of this reaction,our teaching practice not only make them realize the importance of green chemistry,but also stimulates their interests in scientific research.Moreover,such a reaction is an environmentally-benign and mild experiment with short reaction time,high yield and good repeatability,thus applicable completely to the undergraduate curriculum.

关 键 词：水为溶剂 无膦配体 氯钯酸钠 Β-环糊精 铃木-宫浦偶联 绿色化学 

分 类 号：G642.423[文化科学—高等教育学] O621.251-4[文化科学—教育学]