光催化8-胺基喹啉酰胺C5位硝基化反应的研究

发布时间：2018-04-09 21:36

本文选题：光催化　切入点：光氧化还原催化剂　出处：《郑州大学》2017年硕士论文

【摘要】：本论文主要研究了了光催化下的8-胺基喹啉酰胺C5位的硝基化反应,主要研究结果如下:1.过硫酸钾为氧化剂,三水硝酸铜为硝基化试剂,Acid Red 94为光催化剂,DCE为反应溶剂,室温条件下8-胺基喹啉酰胺经白光照射反应10 h后,顺利得到目标化合物。该课题弥补了传统高温加热的不足,并且所用的光催化剂也是一种有机染料,大大降低了经济成本。该反应体系简单、条件温和、且无需额外添加剂和配体的加入,具有很大的应用价值。2.为了阐明反应机理,苯甲酰胺和苯甲酸甲酯在优化条件下反应,都没有检测到相应目标产物,说明8-氨基喹啉中的两个氮原子和铜之间的配位对反应的顺利进行起着关键作用;加入当量的自由基捕捉剂TEMPO(2,2,6,6-四甲基哌啶-氮氧化物)使反应产率大大降低,说明在该反应中可能存在自由基历程。
[Abstract]:In this paper, the photocatalytic nitration of 8-aminoquinolinamide C5 was studied. The main results are as follows: 1.Potassium persulfate was used as oxidant and copper nitrate trihydrate as nitration reagent Red 94 as photocatalyst. At room temperature, 8-aminoquinolinamide was irradiated by white light for 10 hours, and the target compound was obtained successfully.The problem makes up for the shortage of traditional high temperature heating, and the photocatalyst used is also an organic dye, which greatly reduces the economic cost.The reaction system is simple, the conditions are mild, and the addition of additional additives and ligands is not needed, so it has great application value.In order to elucidate the reaction mechanism, the corresponding target products were not detected in the reaction of benzoamide and methyl benzoate under the optimized conditions, indicating that the coordination between two nitrogen atoms and copper in 8-aminoquinoline plays a key role in the smooth progress of the reaction.The addition of the equivalent free radical trapping agent TEMPO2O2O2O2O2O2O2O2O2O2O2O2O2O2O2Nx) reduced the yield of the reaction, indicating the existence of the free radical mechanism in the reaction.
【学位授予单位】：郑州大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O621.251

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