可见光催化芳基硫醚的碳硫键切断与串联反应研究【字数:9992】
目录
摘要Ⅱ
关键词Ⅱ
AbstractⅢ
引言
引言1
1 材料与方法5
1.1 材料 5
1.1.1 实验试剂5
1.1.2 实验仪器5
1.2 方法6
1.2.1 原料制备6
1.2.2 最佳反应条件确认7
1.2.3 底物拓展8
2 结果与分析9
2.1 原料合成结果9
2.1.1 路线1合成结果9
2.1.2 路线2合成结果9
2.2 最佳反应条件结果9
2.3 底物拓展结果9
2.4 核磁共振(NMR)图谱10
3 讨论12
3.1 关于实验部分的讨论12
3.1.1 实验流程中的问题及反思12
3.1.2 实验结果的问题及反思12
3.2 关于毕业设计的其他问题13
致谢13
参考文献14
可见光催化芳基硫醚的碳硫键切断与串联反应研究
摘 要
本毕业设计是通过可见光催化含芳环的硫醚(含有CSC结构的一系列化合物)进行碳硫键切断并再将其串联而得到的一系列苯并噻唑及其衍生物的实验。通过不断地进行对反应条件诸如光催化剂类型、光源颜色、保护气种类、温度等进行筛选,得到了在室温、氮气保护下,以3W的蓝色LED为光源,用2,4,5,6四(9咔唑基)间苯二腈(4CzIPN)催化底物邻异氰基苯甲硫醚与四氢呋喃反应24小时得到含有苯并噻唑骨架结构的产物,同时利用核磁氢谱以及碳谱确定了产物所含有的结构。通过合成在苯环其他位置有所取代或在环氧丁烷的环上加入其他基团的底物对该反应进行底物拓展,以上述最佳反应条件进行合成,所得产物绝大多数拥有中等产率。由于苯并噻唑结构在诸多药物、生物材料等等方面有着很高的利用前景,故希望找到一种简便有效的合成路线、方法,本毕设给出了一个产率较高,合成较为简便,催化方法环保且底物获取比较容易的路线来合成苯并噻吩骨架衍生物。
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D OF ARYL SULFIDE BREAKING AND SERIES REACTION
ABSTRACT
This graduation project is a series of benzothiazoles and their derivatives obtained by visible light catalyzing aromatic ringcontaining sulfides (a series of compounds containing structure CSC) to cut carbonsulfur bonds and then connecting them in series. Through continuous screening of reaction conditions such as photocatalyst type, color of light source, type of protective gas, temperature, etc., we obtained a 3W blue LED as the light source under room temperature and nitrogen protection, using 2,4,5,6 Tetrakis (9carbazolyl) isophthalonitrile (4CzIPN) catalyzes the reaction of oisocyanoanisole sulfide with THF (tetrahydrofuran) for 24 hours to obtain products containing benzothiazole skeleton structure, while using nuclear magnetic hydrogen The spectrum and carbon spectrum determine the structure contained in the product. By synthesizing a substrate substituted in other positions of the benzene ring or adding other groups to the butylene oxide ring, the reaction is expanded by the substrate, and the synthesis is carried out under the above optimal reaction conditions, most of the products obtained have moderate yields. Because the benzothiazole structure has high prospects for use in many medicines, biological materials, etc., we hope to find a simple and effective synthetic method to synthesis these compounds. This project provides a higher yield and easier synthesis route, catalytic methods are environmentally friendly and substrate acquisition is relatively easy to synthesize benzothiophene skeleton derivatives.
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