取代苯甲脒的合成及取代基效应研究

Synthesis and Substituent Effect of Substituted Benzamidines

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.