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  

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

作　　者：陈沛全[1] 孙宏伟[1] 陈兰[1] 沈荣欣[1] 袁满雪[1] 赖城明[1] 

机构地区：[1]南开大学化学系

出　　处：《高等学校化学学报》2004年第10期1912-1915,共4页Chemical Journal of Chinese Universities

基　　金：国家自然科学重点基金 (批准号 :2 983 2 0 5 0 );教育部高等学校骨干教师资助计划项目资助

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.

关 键 词：β-卤素取代 杯[4]吡咯 构象 主-客体相互作用 分子力学 分子动力学 

分 类 号：O626.13[理学—有机化学] O641.3[理学—化学]