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.
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