Issue 3, 2002
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

Fluorescent behaviour in host–guest interactions. Part 3.† Fluorescent sensing for organic guests using three types of amino-β-cyclodextrins‡

Yasushi Takenaka,a   Miwako Higashib  and  Noboru Yoshida*a  

* Corresponding authors

a Laboratory of Molecular Functional Chemistry, Division of Material Science, Graduate School of Environmental Earth Science, Hokkaido University, Sapporo 060-0810, Japan

b Center for Cooperative Research and Development, Ibaraki University, Hitachi 316-8511, Japan

Abstract

The pH- and temperature-dependent fluorescence behaviour in aqueous solution of three amino-β-cyclodextrins (amino-β-CDx), 1, 2 and 3, bearing an amide-linked naphthalene probe has been investigated. The emission intensity at λmax(em) of 1 decreased dramatically with increasing temperature. The pH-dependent fluorescence spectrum was also recorded. Operation of the in–out equilibrium of the naphthalene probe of 1 was mainly analyzed using 1H NMR and circular dichroism spectra. The application of 1 to organic-guest sensing is demonstrated by several examples. These findings suggest that the new host molecule, 1, will be an excellent CDx-based fluorescent sensor for temperature, pH and neutral organic guests.

Graphical abstract: Fluorescent behaviour in host–guest interactions. Part 3. Fluorescent sensing for organic guests using three types of amino-β-cyclodextrins

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Article information

DOI
https://doi.org/10.1039/B108204N
Article type
Paper
Submitted
10 Sep 2001
Accepted
21 Nov 2001
First published
17 Jan 2002

J. Chem. Soc., Perkin Trans. 2, 2002, 615-620

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Fluorescent behaviour in host–guest interactions. Part 3. Fluorescent sensing for organic guests using three types of amino-β-cyclodextrins

Y. Takenaka, M. Higashi and N. Yoshida, J. Chem. Soc., Perkin Trans. 2, 2002, 615 DOI: 10.1039/B108204N

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