三唑烯醇手性分离的密度泛函研究

Study of chiral discromination of diniconazole by density functional methods

利用密度泛函B3LYP/6-31G*方法,分别将E-三唑烯醇的对应异构体E^R、E^S,Z-三唑烯醇的对应异构体Z^R、Z^S,手性固定相(CSP)以及三唑烯醇的4个异构体与手性固定相(CSP)络合后的分子结构构型全优化。计算结果,三唑烯醇的这4个异构体均能以氢键的形式,与CSP形成复合体;计算表明由于空间效应,E-三唑烯醇的2个手性异构体分子与CSP的结合能力各不相同,因可以通过手型固定相去分离,而Z-三唑烯醇的2个手性异构体分子都能与CSP形成双氢键,结合能相近,却不能通过手性固定相去分离;实验可以证明。

The authors have used B3LYP/6-31G＊ method to optimize the structures of R- and S- species of Z- and E- diniconazoles and the complexes combined with the CSPs. The results show that these four isomers of diniconazoles all can form complexes with CSPs by hydrogen bond. For the influence of space barriers, the two chiral molecules of E-diniconazoles can be separated by the CSPs owing to their different binding ability. While the two chiral molecules of Z-diniconazoles both can form double hydrogen bonds with the CSPs, it is impossible to separate them by CSPs. The results of experiments support these computation results in quality.