高等学校化学学报

高等学校化学学报 ›› 2004, Vol. 25 ›› Issue (10): 1912.

• 研究论文 • 上一篇    下一篇

β-卤素取代对杯[4]吡咯构象及主-客体相互作用的影响(Ⅰ)——分子力学/分子动力学研究

陈沛全1,2, 孙宏伟1,3, 陈兰1, 沈荣欣1, 袁满雪1, 赖城明1,2   

  1. 1. 南开大学化学系;
    2. 南开大学元素有机化学国家重点实验室;
    3. 南开大学科学计算研究所, 天津300071
  • 收稿日期:2003-09-08 出版日期:2004-10-24 发布日期:2004-10-24
  • 基金资助:

    国家自然科学重点基金(批准号:29832050);教育部高等学校骨干教师资助计划项目资助

Effects on the Conformations and Host-guest Interaction of Calix[4]pyrroles Substituted by Halide on β Positions(Ⅰ)——Molecular Mechanics/Molecular Dynamics Study

CHEN Pei-Quan1,2, SUN Hong-Wei1,3, CHEN Lan1, SHEN Rong-Xin1, YUAN Man-Xue1, LAI Cheng-Ming1,2   

  1. 1. Department of Chemistry;
    2. State Key Laboratory of Elemento-Organic Chemistry;
    3. Institute of Scientific Computing, Nankai University, Tianjin 300071, China
  • Received:2003-09-08 Online:2004-10-24 Published:2004-10-24

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摘要： 通过分子力学/分子动力学模拟,获得4种游离杯[4]吡咯以及杯[4]吡咯-卤素阴离子主-客体复合物的稳定构象,用偶极子模型解释了β位卤素取代对游离杯[4]吡咯稳定构象、杯[4]吡咯-卤素阴离子复合物的结构及其结合能的影响,指出造成这些影响的主要因素是不同卤素取代导致杯[4]吡咯的吡咯环基团偶极大小不同.计算了不同杯[4]吡咯与卤素阴离子的结合能,当杯[4]吡咯β位上的H原子被卤素阴离子取代后,杯[4]吡咯对阴离子的识别能力加强.

关键词: 分子力学, 分子动力学, 杯[4]吡咯, 构象, 主-客体相互作用

Abstract: The calix[4]pyrroles are new heterocalixarene analogues that show interesting anion and neutral substrate binding properties. In this paper, a series of molecular mechanics and molecular dynamics simulations were performed to obtain stable conformations of four free calix[4]pyrroles and their corresponding host-guest complexes with halide anions; A dipole model was provided to explain how the substitutions by halide on β positions affected the conformations and host-guest interaction of calix[4]pyrroles. These effects was due to the difference of dipole moments in pyrroles rings. Binding energies of the calix[4]pyrrole-halide anion complexes were calculated. Replacing the β-pyrrolic hydrogens by halide atoms served, respectively, to greatly increase the anion binding affinities.

Key words: Molecular mechanics, Molecular dynamics, Calix[4]pyrrole, Conformation, Host-guest interaction

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