| Abstract
| - The synthesis and the host−guest chemistry of two novel fluorescent β-cyclodextrin−calix[4]arenecouples 1 and 2 is described. The compounds were prepared by coupling a β-cyclodextrin linkedwith an aminoxylyl spacer with two different calix[4]arene building blocks each bearing afluorophore. The fluorophores attached to 1 and 2 are the 2-naphthylamine and the dansyl moiety,respectively. The unsymmetric calix[4]arene functionalization was achieved by monoprotection ofthe 1,3-diformylcalix[4]arene. The host molecules 1 and 2 were used as fluorescent probes for severalorganic analytes in aqueous solution. 1 shows sensitivity for a series of neutral organic guest species,such as steroids, terpenes, and other natural products. In contrast, compound 2 does not showsensitivity for organic analytes in aqueous solution. The different behavior of the two fluorescentprobes 1 and 2 is explained by the different strength of self-inclusion of each fluorphoric groupinto the β-cyclodextrin cavity.
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