Synthesis of a Rhodamine-Appended Cyclophane as a Fluorescence Host in Water
- 1 Department of Chemistry, Faculty of Science, Fukuoka University, Fukuoka, Japan
- 2 Department of Chemistry, Faculty of Science, Fukuoka University, Fukuoka, Japan
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.
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