Self-assembly behavior of phenyl modified β-cyclodextrins

来源 :Science in China(Series B:Chemistry) | 被引量 : 0次 | 上传用户:sihuajian
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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. 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. in D2O so- lution, giving a self-association constant of 240 mol ~ 1 μL. Using the present previous previous reports for the relevant β-cyclodextrin derivatives, ie, mono (6-anilino- 6-deoxy) cyclodextrin (2), mono (6-phenylselenyl-6-deoxy) -β-cyclodextrin (3), and mono (6-phenylthio- 6-deoxy) -β-cyclodextrin (4), further reveal the factors governing the formations of supramolecular assemblies.
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