Self-assembly behavior of phenyl modified β-cyclodextrins
The self-assembly behavior of mono(6-phenolic-6-deoxy)-β-cyclodextrin (1) both in solution...
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| Main Authors: | , |
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| Other Authors: | |
| Format: | Article |
| Published: |
2011
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/94377 http://hdl.handle.net/10220/7133 |
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| Institution: | Nanyang Technological University |
| Summary: | 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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