乙烯酮亚胺衍生物扭曲失共轭本质的理论研究  

A THEORETICAL STUDY ON THE ESSENTIALFACTORS OF LOSS OF CONJUGATION IN TORSIONAL CONFORMATIONS OF KETENIMINE DERIVATIVES

作　　者：张宇蕾[1] 刘文文[1] 李奇[1] 马思渝[1] 

机构地区：[1]北京师范大学化学系,北京100875

出　　处：《北京师范大学学报（自然科学版）》2004年第6期791-796,共6页Journal of Beijing Normal University(Natural Science)

基　　金：北京市自然科学基金资助项目 (2 0 4 2 0 13)

摘　　要：用半经验分子轨道方法AM1限制性计算了 6个乙烯酮亚胺 (Ketenimine)衍生物分子的平面构象 ,并优化得到它们的最低能量构象 .结果表明 ,造成Ketenimine衍生物扭曲失共轭的本质原因是分子中局部基团间的空间位阻 .CCN—基团上N的孤电子对与苯胺环π电子的共轭———n π共轭 ,以及苯胺环对位上取代基的电子效应是很次要的因素 .The plane conformations and the lowest energy conformations of six ketenimine derivatives are optimized respectively by using AM1 method. The results show that the essential factor of loss of conjugation in torsional conformations of ketenimine derivatives is the spatial resistance among the partial groups. The conjugation between the isolated electron pair at N atom in CCN group and the π electrons on the aniline ring framework—n-π conjugation, and the electronic effect of the substituent in p-position of aniline ring are very subordinate factors.

关 键 词：共轭效应 失共轭 平面构象 扭曲构象 乙烯酮亚胺衍生物 

分 类 号：O621.13[理学—有机化学] O641.6[理学—化学]