取代苯甲脒的合成及取代基效应研究  

Synthesis and Substituent Effect of Substituted Benzamidines

作　　者：徐浩斌 邵开元 王刚 胡文祥[1,2] XU Haobin;SHAO Kaiyuan;WANG Gang;HU Wenxiang(School of Chemical Engineering and Pharmacy,Wuhan Institute of Technology,Wuhan 430205,China;Jingdong Xianghu Microwave Chemistry Union Laboratory,Beijing Shenjian Tianjun Research Academy of Medical Sciences,Beijing 101601,China;Beijing Institute of Information Technology,Beijing 100094,China)

机构地区：[1]武汉工程大学化工与制药学院,湖北武汉430205 [2]北京神剑天军医学科学研究院京东祥鹄微波化学联合实验室,北京101601 [3]北京信息技术研究所,北京100094

出　　处：《武汉工程大学学报》2022年第6期608-613,共6页Journal of Wuhan Institute of Technology

基　　金：某部重点基金项目(LCB2019-1801)。

摘　　要：以取代苯甲腈为原料成功制备了一类取代苯甲脒盐酸盐。并以理论计算与化学合成实验相结合的形式,对该反应进行了系统性地研究。应用二元福井函数作为化学反应性能描述符,对比了不同取代苯甲腈在酸催化和碱催化条件下的反应性能强弱。结果表明:酸性条件或苯环上存在供电子基团对该反应有利,且4位取代苯甲腈相较于3位取代具有更好的反应性能。理论计算数据与合成实验结果具有良好的一致性,充分体现出量子化学理论对化学合成实验的指导意义。A class of substituted benzamidine hydrochlorides was successfully prepared from substituted benzonitrile. The reaction was systematically studied by combining theoretical calculation with chemical synthesis experiment. Binary Fukui function was used as the description of chemical reaction performance to compare the reaction performance of different substituted benzonitriles under acid and base catalysis. The results show that the reaction is favorable under both acidic conditions and the presence of electron-donating groups on the benzene ring,and the 4-substituted benzonitrile has better reaction performance than the 3-substituted benzonitrile. The results of theoretical calculation are in good agreement with those of synthetic experiment,which fully reflects the guiding significance of quantum chemistry theory to chemical synthesis experiment.

关 键 词：取代 苯甲脒 苯甲腈 量子化学反应 指数 二元福井函数 

分 类 号：O622[理学—有机化学]