Self-assembly behavior of phenyl modified β-cyclodextrins |
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Authors: | Zhao Yanli and Liu Yu |
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Institution: | (1) Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, China |
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Abstract: | The self-assembly behavior of mono(6-phenolic-6-deoxy)-β-cyclodextrin (1) both in solution 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 supramolecule with a 2-fold
screw axis. The self-assembly behavior also can be determined in D2O solution, 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. |
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Keywords: | crystal structure cyclodextrin pivot atoms self-assembly supramolecule |
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