Zhang Zuhui, Zha Zhenggen, Gan Changsheng, Pan Chongfeng, Zhou Yuqing, Wang Zhiyong, Zhou Ming-Ming
Hefei National Laboratory for Physical Science at Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, 230026 PR China.
J Org Chem. 2006 May 26;71(11):4339-42. doi: 10.1021/jo060372b.
An aqueous Heck reaction carried out under ultrasonic irradiation at the ambient temperature (25 degrees C) has been shown in this study to afford high yields of corresponding products. It was found that as a catalyst for the reaction palladium forms nanoparticles in-situ, characterized by transmission electron microscopy (TEM) and X-ray powder diffraction (XRD) analyses, and can be recycled. Furthermore, the Heck reaction under such mild and environmentally friendly conditions offers excellent regioselectivity of para- over ortho-substitution in phenyl iodides especially with electron-donating groups.
本研究表明,在室温(25℃)下超声辐射进行的水相Heck反应能高产率地得到相应产物。研究发现,作为该反应的催化剂,钯会原位形成纳米颗粒,通过透射电子显微镜(TEM)和X射线粉末衍射(XRD)分析对其进行了表征,并且该催化剂可以循环使用。此外,在如此温和且环境友好的条件下进行的Heck反应,对于碘苯尤其是带有供电子基团的碘苯,具有优异的对位取代相对于邻位取代的区域选择性。