Self-assembly behavior of phenyl modified β-cyclodextrins  

作　　者：ZHAO Yanli LIU Yu 

机构地区：[1]Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China

出　　处：《Science China Chemistry》2006年第3期230-237,共8页中国科学（化学英文版）

基　　金：This work was supported by the National Natural Science Foundation of China (Grant Nos.90306009, 20272028, and 20421202) ;the Tianjin Natural Science Foundation (Grant No. 043604411).

摘　　要：The self-assembly behavior of mono(6-phenolic-6-deoxy)-β-cyclodextrin bothin solution and the solid state is comparatively studied by X-ray crystallography and ~1H NMRspectroscopy. The results obtained show that the phenolic groups in the crystal 1 can successivelypenetrate into the adjacent β-cyclodextrin cavities from the secondary side to form head-to-taillinear polymeric su-pramolecule with a 2-fold screw axis. The self-assembly behavior also can bedetermined in D_2O solution, giving a self-association constant of 240 mol^(-1)·L. Using thepresent and previous structures reported for the relevant β-cyclodextrin derivatives, i.e.,mono(6-anilino-6-deoxy)-β-cyclodextrin, mono(6-phenylselenyl-6-deoxy)-β-cyclodextrin, andmono(6-phenylthio-6-deoxy)-β-cyclodextrin, we further reveal the factors governing the formationsof supramolecular assemblies.The self-assembly behavior of mono(6-phenolic-6-deoxy)-β-cyclodextrin (1) both in solu- tion and the solid state is comparatively studied by X-ray crystallography and 1H NMR spectroscopy. The results obtained show that the phenolic groups in the crystal 1 can successively penetrate into the adjacent β-cyclodextrin cavities from the secondary side to form head-to-tail linear polymeric su- pramolecule with a 2-fold screw axis. The self-assembly behavior also can be determined in D2O so- lution, giving a self-association constant of 240 mol?1?L. Using the present and previous structures reported for the relevant β-cyclodextrin derivatives, i.e., mono(6-anilino-6-deoxy)-β-cyclodextrin (2), mono(6-phenylselenyl-6-deoxy)-β-cyclodextrin (3), and mono(6-phenylthio-6-deoxy)-β-cyclodextrin (4), we further reveal the factors governing the formations of supramolecular assemblies.

关 键 词：crystal structure  cyclodextrin  PIVOT atoms  self-assembly  supramolecule. 

分 类 号：N[自然科学总论]