多氯代苯胺亲电取代定位效应的密度泛函理论计算  

Calculations of density functional theory based on orientation effect of polychloroaniline on electrophilic substitution

作　　者：固旭[1,2] 郭海超[1] 马正飞[1] 刘晓勤[1] 

机构地区：[1]南京工业大学化学化工学院,江苏南京210009 [2]淮阴工学院生命科学化工学院,江苏淮阴223003

出　　处：《南京工业大学学报（自然科学版）》2010年第2期16-21,共6页Journal of Nanjing Tech University(Natural Science Edition)

基　　金：江苏省科技攻关基金资助项目(BE2004386)

摘　　要：采用密度泛函理论(DFT)的B3LYP方法,在6-311G**基组水平上计算多氯代苯胺脱氯加氢反应中苯环上各C原子电荷分布和亲电取代σ配位化合物能量的变化,研究多氯代苯胺脱氯加氢合成3,5-二氯苯胺反应的定位效应.结果表明:多氯代苯胺邻、对位C原子电荷数和σ配位化合物能量明显小于间位C原子的电荷数和σ配位化合物能量,邻、对位会优先发生脱氯取代反应,即理论上朝着生成3,5-二氯苯胺的方向进行.To understand the orientation effect of polychloroaniline on the electrophilic substitution, the charges of carbon atoms in the benzene ring and the energy of σ complexes formed in the electrophilic substitution were computed by B3LYP, at 6-311G^＊＊ level, according to density functional theory （DFF）. Results showed that ortho- and para-chlorines were preferentially substituted instead of rectachlorines, because the charges of ortho- and para-carbon atoms, the energy of ortho- and para-σ complexes were less than that of meta, and 3,5-dichloroaniline as desired product could be prepared.

关 键 词：多氯代苯胺 密度泛函理论 定位效应 σ 配位化合物 

分 类 号：TQ015[化学工程]