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Host–Guest Complex of β-Cyclodextrin and Disulfide Form of 4-Aminothiophenol
Department of Chemistry, Boswell Science Complex, Tennessee State University, 3500 John A. Merritt Blvd, Nashville, TN 37209, USA
Rigaku Americas Corp., 9009 New Trails Dr., The Woodlands, TX 77381, USA
* Authors to whom correspondence should be addressed.
Received: 21 September 2012; in revised form: 22 October 2012 / Accepted: 22 October 2012 / Published: 25 October 2012
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.
Keywords: crystal structure; host–guest complex; inclusion complex; supramolecular interactions
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MDPI and ACS Style
Cappadona, T.A.; Daniels, L.M.; Siddiquee, T.A. Host–Guest Complex of β-Cyclodextrin and Disulfide Form of 4-Aminothiophenol. Appl. Sci. 2012, 2, 773-779.
Cappadona TA, Daniels LM, Siddiquee TA. Host–Guest Complex of β-Cyclodextrin and Disulfide Form of 4-Aminothiophenol. Applied Sciences. 2012; 2(4):773-779.
Cappadona, Taylor A.; Daniels, Lee M.; Siddiquee, Tasneem A. 2012. "Host–Guest Complex of β-Cyclodextrin and Disulfide Form of 4-Aminothiophenol." Appl. Sci. 2, no. 4: 773-779.