Molecular self-assembly behavior of mono[6-0-6(4-carboxyl-phenyl)]-β-CD in solution and solid state
Author
Fan, Zhi
Zhao, Yanli
Liu, Yu
Date of Issue
2003School
School of Physical and Mathematical Sciences
Version
Accepted version
Abstract
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.
Subject
DRNTU::Science::Biological sciences::Biochemistry
Type
Journal Article
Series/Journal Title
Chinese science bulletin
Rights
© 2003 Springer. This is the author created version of a work that has been peer reviewed and accepted for publication by Chinese Science Bulletin, Springer. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: http://dx.doi.org/10.1007/BF03183955 .
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http://dx.doi.org/10.1007/BF03183955
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