硝酮与卤代乙烯1,3偶极环加成反应的理论计算探讨  

Discussion on theoretical calculation of 1,3 dipolar cycloaddition reaction between nitrone and halogen ethylene

作　　者：李雪 

机构地区：[1]大庆华科股份有限公司,黑龙江大庆163714

出　　处：《炼油与化工》2006年第4期7-9,共3页Refining And Chemical Industry

摘　　要：硝酮与某些有特殊官能团的不饱和烃发生反应生成加成产物,这些产物在合成复杂的天然产物方面有很大的应用价值。采用量子力学中的密度泛函法在6-31G(d)水平上计算研究了硝酮与卤代乙烯的1,3偶极环加成反应,并得出结论:从其过渡态到产物化合键的键角上看,此类反应卤代烯上的C=C双键由sp2向sp3转化;此类反应均为放热反应,并且势垒都不高。可以断定,此类反应在常温下就能进行,反应的选择性不大。Addition compounds are produced when nitrone reacts with some unsaturated hydrocarbons having special functional groups, these compounds have great application value in the synthesization of complex natural products. 1,3 dipolar cycloaddition reaction between nitrone and halogen ethylene is calculated and studied on 6-31G(d) level by using density functional theory of Quantum mechanics, and it is concluded: in view of it's transition state to the bond angle, in such reaction, C=C double bonds on the halogen ethylene convert from sp2 to sp3; all such reactions are exothermic reaction and the potential barriers are not high. So it can be conclude that such reaction can carry through as normal temperature and the reaction doesn't have great selectivity.

关 键 词：硝酮 卤代烯 1 3禺极环加成 密度泛函(DFT) 

分 类 号：TQ213[化学工程—有机化工]