DFT研究氨基咪唑离子液体前驱体合成的S_N2反应机理

DFT研究氨基咪唑离子液体前驱体合成的S N 2反应机理 DFT Study on the SN2 Nucleophilic Reaction Mechanism of Synthesizing Amino-functionalized Imidazolium Ionic Liquids 张爱宏 ZHANG Aihong 1 first-author 张庆范 ZHANG Qingfan 1 朱菲菲 ZHU Feifei 1 陈磊 CHEN Lei 1 韩波 HAN Bo 1 周成冈 ZHOU Chenggang 1 吴金平 WU Jinping 1 中国地质大学可持续能源实验室,武汉 中国地质大学可持续能源实验室,武汉 Sustainable Energy Laboratory,China University of Geosciences Sustainable Energy Laboratory,China University of Geosciences 采用第一原理密度泛函理论（DFT）计算方法研究了N-甲基咪唑与溴乙胺氢溴酸盐反应生成氨基咪唑离子液体的反应机理.结果表明,在一定温度下,溴乙胺氢溴酸盐先转化为一能量较高的中间体,再与亲核试剂发生SN2亲核取代反应;通过研究对不同N-位取代基对亲核取代反应行为的影响,给出了—CH3,—H,—CF3取代基咪唑发生SN2反应的速率常数. We studied on the reaction mechanism of amino-functionalized imidazolium ionic liquids from N-methylimidazole and 2-bromoethylamine hydrobromide based on a first-principle density functional theory（DFT）.The results show that 2-bromoethylamine hydrobromide first transforms to a higher energy intermediate to facilitate the successive SN2 nucleophilic reaction with nucleophilic reagent at a certain temperature.By calculating the rate constants of —CH3,—CF3 and —H substituted imidazole with 2-bromoethylamine hydrobromide,we quantitatively characterize the reactivity of different substituted imidazole. 氨基咪唑离子液体 SN2亲核取代反应 密度泛函理论 amino imidazolium ionic liquids SN2 nucleophilic substitution reaction density functional theory（DFT） 10.14188/j.1671-8836.2010.03.006 O643.32 国家自然科学基金资助项目（20873127） 2010-03-01 2021-04-01 3 56