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Host–Guest Complex of β-Cyclodextrin and Disulfide Form of 4-Aminothiophenol

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Author(s): Taylor A. Cappadona | Lee M. Daniels | Tasneem A. Siddiquee

Journal: Applied Sciences
ISSN 2076-3417

Volume: 2;
Issue: 4;
Start page: 773;
Date: 2012;
Original page

Keywords: crystal structure | host&#8211 | guest complex | inclusion complex | supramolecular interactions

ABSTRACT
An inclusion complex of β-cyclodextrin and 4-aminothiophenol was assembled by hydrophobic interaction of the host (β-cyclodextrin) and guest (4-aminothiophenol). The complex was isolated as crystalline solid and studied by single crystal X-ray diffraction method along with NMR and IR spectroscopy. Two cyclodextrin rings each containing one disulfide form of 4-aminothiophenol were found to pair up by hydrogen bonding of the outer rim -OH groups. The phenyl disulfide moiety of 4-aminophenyl disulfide molecule was found in the core of β-cyclodextrin, while the amino functional groups were positioned to the exterior of the cyclodextrin ring. Phenyl rings of the guest molecule from each partner of the paired cyclodextrin complex were found parallel to each other, indicating possible π-π stacking interaction between them.
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