高等学校化学学报

高等学校化学学报 ›› 2001, Vol. 22 ›› Issue (S1): 159.

• 研究论文 • 上一篇    下一篇

手性SalenCoⅡ配合物与氨基酸酯类客体的分子识别研究

刘涛1, 阮文娟1, 李瑛1, 江冬青1, 朱志昂1, 陈荣悌1, 陈新滋2   

  1. 1. 南开大学化学学院, 天津 300071;
    2. 香港理工大学应用生物与化学科技系, 香港
  • 收稿日期:2001-06-26 出版日期:2001-12-31 发布日期:2001-12-31
  • 通讯作者: 朱志昂(1939年出生),男,教授,博士生导师.从事手性分子识别及不对称催化研究.
  • 基金资助:

    国家自然科学基金(批准号:29871018)和香港理工大学手性技术开放实验室基金资助课题.

Study of Molecular Recognition on Amino Acid Esters by Chirai SalenCoⅡ

LIU Tao1, RUAN Wen-Juan1, LI Ying1, JIANG Dong-Qing1, ZHU Zhi-Ang1, CHEN Yong-Ti1, Albert S. C. Chan2   

  1. 1. College of chemistry, Nankai University, Tianjin 300071, China;
    2. Department of Applied Biology and Chemical Technology, The HongKong Polytechnic University, China
  • Received:2001-06-26 Online:2001-12-31 Published:2001-12-31

PDF (PC)

摘要：

用紫外-可见分光光度法研究了手性SalenCoⅡ配合物对4对对映异构的手性氨基酸酯类客体在CH2Cl2中的分子识别,发现手性SaknCoⅡ配合物与此类客体的配位数为1。各客体缔合常数均为KD>KL,且按K(LeuOMe)> K(AlaOMe)> K(SerOMe)> K(TyrOMe)的顺序依次减小,测定了识别过程的ΔrGθm,ΔrHθm,ΔrSθm,发现该反应是放热、熵减少的过程。采用分子力学的方法考察了主客体的最佳优势构象,对该优势构象进行量子化学计算,较好地解释了实验事实.

关键词: 手性SalenCoⅡ配合物, 手性氨基酸酯, 分子识别, 分子力学

Abstract:

The molecule recognition of a chirai SalenCoⅡ compound towards four pairs of enautiomers of amino acid esters in CH2Cl2 was investigated with UV-vis spectral method. It was found that the SalenCoⅡ compound and the amino acid esters could form 1:1 complexes and the associative constants of the molecular recognition reactions were following tbe order KD>KL and K(LeuOMe)> K(AlaOMe)> K(SerOMe)> K(TyrOMe). The ΔrGθm,ΔrHθm,ΔrSθm values of the recognition processes were determined and the reactions were believed to be exothermic and entropy decreasing. In addition, the conformations with minimal energy of each host-guest molecular system complex were sought by molecular dynamics method. Quantum chemical calculations were performed on these conformations to explain the experimental data, and the model of the recognition mechanism was constructed.

Key words: Chirai SalenCoⅡ, Chirai amino acid esters, Molecule recognition, Molecular mechanics

中图分类号: 

TrendMD: