Sheng Zhi-Zheng, Huang Min-Min, Xue Teng, Xia Fei, Wu Hai-Hong
Shanghai Key Laboratory of Green Chemistry and Chemical Process, School of Chemistry and Molecular Engineering, East China Normal University Shanghai 200062 China
Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Laboratory of Advanced Materials, Collaborative Innovation Centre of Chemistry for Energy Materials (iChEM), Department of Chemistry, Fudan University Shanghai 200433 China.
RSC Adv. 2020 Sep 21;10(57):34910-34915. doi: 10.1039/d0ra06439d. eCollection 2020 Sep 16.
The conversion of CO to high value-added chemicals in water using environment-friendly and cost-effective catalysts is a very significant topic. In this work, a green method for the conversion of CO catalyzed by alcohol amines has been developed. Alcohol amines showed considerable activating ability to CO in the cyclization with 2-aminobenzonitrile to quinazoline-2,4(1,3)-dione in water. Notably, when diethanolamine (DEA) was used as the catalyst, 94% yield of quinazoline-2,4-(1,3)-dione could be achieved. A plausible mechanism has been proposed based on the H NMR, FT-IR analysis and DFT calculation. The excellent catalytic performance is attributed to the combined effect of both the secondary amine and hydroxyl groups on alcohol amines with the assistance of water in the formation of carbamate. Water plays a bi-functional role of solvent and co-catalyst in this catalytic process. Catalysts can be easily recovered and reused five times without significant loss of activity.
利用环境友好且经济高效的催化剂在水中将一氧化碳转化为高附加值化学品是一个非常重要的课题。在这项工作中，开发了一种由醇胺催化一氧化碳转化的绿色方法。在水中与2-氨基苯甲腈环化生成喹唑啉-2,4(1,3)-二酮的反应中，醇胺对一氧化碳表现出相当强的活化能力。值得注意的是，当使用二乙醇胺（DEA）作为催化剂时，喹唑啉-2,4-(1,3)-二酮的产率可达94%。基于核磁共振氢谱（H NMR）、傅里叶变换红外光谱（FT-IR）分析和密度泛函理论（DFT）计算，提出了一种合理的机理。优异的催化性能归因于醇胺上仲胺和羟基在水的协助下形成氨基甲酸酯的协同作用。在该催化过程中，水起到了溶剂和助催化剂的双重作用。催化剂易于回收，可重复使用五次且活性无明显损失。
