五元氮杂环的芳香性和稳定性  

Aromaticity and Stability of Five-membered Nitrogen Heterocycles

作　　者：梁艳红[1] 

机构地区：[1]河北科技师范学院物理系,河北秦皇岛066004

出　　处：《河北科技师范学院学报》2014年第4期51-55,67,共6页Journal of Hebei Normal University of Science & Technology

基　　金：河北科技师范学院博士基金资助项目

摘　　要：自然界中许多含有五元环的有机物都具有芳香性,其中这些五元环大部分是由(CH)单元和N原子组成的。(CH)单元和N原子是等电子体,笔者对一些五元杂环及其正负离子的稳定性和芳香性的规律进行了详细的研究。选用从头算和密度泛函理论方法,用cc-p VDZ基组对五元氮杂环及其正负离子的几何结构进行了优化,同时对它们的能量和频率进行了计算,得到了一些具有稳定平面结构的氮杂环和其正负离子。并在相同的计算水平下,对这些稳定结构的核独立化学位移(NICS)和谐振子模型的芳香性(HOMA)进行了计算,利用这两个判断标准对这些结构的芳香性进行了讨论,并得到了有关这些结构的稳定性和芳香性的一些规律。In nature, many organic substances containing five-membered rings are aromaticity, most of which are made of （CH） benchmark and N atom. Because （CH） benchmark and N atom have equal electrons, the stabilities and aromaticities of some heterocyles have been studied in this article. Based on ab initio and DFT methods, using cc-pVDZ basis set, the geometric structures of five-membered nitrogenous heterocycles, their cations and anions have been optimized, and their energies and frequencies have been carded out by theoreti- cal calculation. Some nitrogenous heterocycles, cations and anions including steady plane structures have been obtained. And based on the same methods, NICS and HOMA on these steady structures have been calculated. The aromaticity of these structures has been discussed by using the criteria of aromaticity--NICS and HOMA. Some rules of the stability and aromaticity about these stable structures have been obtained.

关 键 词：氮杂环 芳香性 稳定性 从头计算 密度泛函理论 

分 类 号：TQ252[化学工程—有机化工]