β-CD包结2-苯基-N-对甲苯磺酰基氮丙啶过程的理论初探  

Theoretical study of the formation of the β-CD-N-tosyl-2-phenyl-aziridine adduct

作　　者：樊芳[1] 杨作银[1] 

机构地区：[1]北京化工大学理学院,北京100029

出　　处：《北京化工大学学报（自然科学版）》2010年第6期46-49,共4页Journal of Beijing University of Chemical Technology(Natural Science Edition)

基　　金：北京化工大学青年基金(QN0411);北京化工大学交叉学科资助项目

摘　　要：采用量子化学计算方法对β-CD-2-苯基-N-对甲苯磺酰基氮丙啶形成超分子体系的过程进行了理论研究。结果表明,主客体间的偶极-偶极作用与包合物形成过程中能量变化直接相关,2-苯基-N-对甲苯磺酰基氮丙啶(NT2PA)分子的苯基朝向β-CD的主面时体系最稳定,电荷密度拓扑分析发现,当苯基取向β-CD的主面方向时,NT2PA分子能与β-CD次面边沿的羟基形成氢键。因此,偶极-偶极作用可能是β-CD包结NT2PA的主要推动力,而NT2PA在β-CD内腔中的定位作用主要得益于氢键相互作用。Quantum chemical methods have been employed to study the formation of the adduct of N-tosyl-2-phenyl-aziridine encaged in β-CD. The results show that,when N-tosyl-2-phenyl-aziridine enters into the cavity of β-CD,step by step phenyl orientation leads to the system becoming more stable,and the dipole interaction between N-tosyl-2-phenyl-aziridine and β-CD plays an important role. Analysis of electron density by topological studies indicated that hydrogen bonds are formed between the host and guest molecules when the phenyl group of the guest molecules points to the secondary rim of β-CD. As a result,it is suggested that the orientation effects on N-tosyl-2-phenyl-aziridine in the cavity of β-CD might mostly be attributed to interactions between the host and guest molecules,such as hydrogen bonding and dipole-dipole interactions.

关 键 词：Β-CD 2-苯基-N-对甲苯磺酰基氮丙啶 超分子体系 量子化学计算 

分 类 号：O641[理学—物理化学] O561.1[理学—化学]