Molecular self-assembly behavior of mono[6-0-6(4-carboxyl-phenyl)]-β-CD in solution and solid state
A novel modified cyclodextrin, mono[6-O-6-(4- carboxyl-phenyl)]-b -CD (1), has been synthesized by the...
| Main Authors: | , , |
|---|---|
| Other Authors: | |
| Format: | Journal Article |
| Published: |
2011
|
| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/92324 http://hdl.handle.net/10220/7010 |
| Summary: | A novel modified cyclodextrin, mono[6-O-6-(4-
carboxyl-phenyl)]-b -CD (1), has been synthesized by the
reaction of mono[6-(p-toluenesulfonyl)]- b -CD with 4-hydroxybenzoate,
and its molecular self-assembly behavior in both
solution and solid state was studied by means of
crystallography, NMR spectroscopy and microcalorimetry.
The results indicate that the bezoic acid groups are
successively penetrated intermolecularly into the adjacent
b -CD cavities to form helical columnar supramolecules in the
solid state. As compared with crystal, the similar
self-assembly behavior of 1 in aqueous solution has also been
confirmed by the 1H ROESY spectroscopy.
Thermodynamically, the formation of polymeric
supramolecules by modified CD in aqueous solution is mainly
driven by entropy changes. |
|---|