Wang Tao, Sang Shuai, Liu Liu Leo, Qiao Hongwei, Gao Yuxing, Zhao Yufen
Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, and Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), Xiamen University , Xiamen 361005, Fujian, China.
J Org Chem. 2014 Jan 17;79(2):608-17. doi: 10.1021/jo402392t. Epub 2013 Dec 23.
A novel and highly efficient Pd-catalyzed cross-coupling of triarylbismuths with a variety of P(O)-H compounds has been developed that proceeds smoothly without exclusion of moisture or air and provides a general and powerful tool for the preparation of various valuable arylphosphonates, arylphosphinates, and arylphosphine oxides, with high atom-economy, operational simplicity of the procedure, and good to high yield. The coupling reaction is the first example of transition-metal-catalyzed C-P bond construction using triarylbismuth compounds as substrates. DFT calculations reveal that C-P bond formation is the rate-determing step.
已开发出一种新颖且高效的钯催化三芳基铋与多种磷氢化合物的交叉偶联反应，该反应在不排除水分或空气的情况下顺利进行，为制备各种有价值的芳基膦酸酯、芳基亚膦酸酯和芳基氧化膦提供了一种通用且强大的工具，具有高原子经济性、操作过程简单以及中等到高产率的特点。该偶联反应是以三芳基铋化合物为底物的过渡金属催化碳 - 磷键构建的首例反应。密度泛函理论计算表明，碳 - 磷键的形成是速率决定步骤。
