Synthesis of a Rhodamine-Appended Cyclophane as a Fluorescence Host in Water

Osamu Hayashida^*, Yu Kaku

Department of Chemistry, Faculty of Science, Fukuoka University, Fukuoka, Japan.

DOI: 10.4236/aces.2014.44044                

Abstract

A cationic water-soluble cyclophane (1a) having a rhodamine moiety as a red-fluorescence fluorophore was prepared by reaction of a monoamine derivative of tetraaza[6.1.6.1]paracyclophane having three N-t-butoxycarbonyl-β-alanine residues with rhodamine B isothiocyanate, followed by removal of the protecting groups. The guest-binding behavior of 1a toward anionic guests such as dabsyl derivative and 4-(1-pyrene)butanoate was investigated by fluorescence spectroscopy. The results suggested the formation of host-guest complexes with a stoichiometric ratio of 1:1 and the binding constants (K) of the host-guest complexes were evaluated.

Keywords

Host-Guest Chemistry, Water-Soluble Cyclophane, Fluorescent Sensing

Conflicts of Interest

The authors declare no conflicts of interest.

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