Please use this identifier to cite or link to this item: http://hdl.handle.net/1959.13/41289

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Title
Host-guest complex of a water-soluble cucurbit[6]uril derivative with the hydrochloride salt of 3-amino-5-phenylpyrazole
Author/Creator
Feng, Yan;  Xiao, Xin;  Xue, Sai-Feng;  Zhang, Yun-Qian;  Zhu, Qian-Jiang;  Tao, Zhu;  Lawrance, Geoffrey A.;  Wei, Gang
Institution
The University of Newcastle. Faculty of Science & Information Technology, School of Environmental and Life Sciences
Description
Interaction between tetramethylcucurbit[6]uril and 3-amino-5-phenylpyrazole hydrochloride in aqueous solution has been investigated by using the ¹H NMR spectroscopy, electronic absorption spectroscopy and fluorescence spectroscopy, as well as by a single crystal X-ray diffraction determination. The ¹H NMR spectra analysis established a basic interaction model in which an inclusion complex with a host:guest ratio of 1:1 forms, in which the host selectively binds the phenyl moiety of the guest. Absorption spectrophotometric and fluorescence spectroscopic analysis in aqueous solution defined the stability of the host–guest inclusion complexes quantitatively as 6.8 x 10⁵ mol⁻¹ L at pH 2.6; the interaction is pH dependent, decreasing as pH rises. The single crystal X-ray structure of the isolated inclusion complex shows the phenyl moiety of the guest inserted into the host cavity, which supports particularly the ¹H NMR spectroscopic study in solution. In the crystal structure of the inclusion complex, the host–guest interaction involves both inter- and intra-complex hydrogen bonding, forming 2:2 dimers that stack in one dimension as supramolecular tubes.
Relation
Supramolecular Chemistry Vol. 20, Issue 5, p. 517-525
Publisher Link
http://dx.doi.org/10.1080/10610270701457970
Date
2008
Publisher
Taylor & Francis
Keyword(s)
host–guest complex;  sym-Tetramethyl-cucurbit[6]uril;  3-amino-5-phenylpyrazole;  ¹H NMR spectroscopy;  binding constant;  single crystal X-ray structure
Resource Type
journal article
Identifier
http://hdl.handle.net/1959.13/41289
Identifier
ISSN:1061-0278
Reviewed
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Subject
"Supramolecular Chemistry"
 
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