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Communication | Special issue | Vol 66, No. 1, 2005, pp.119-127
Published online, 21st October, 2005
DOI: 10.3987/COM-05-S(K)46
■ Anion-induced Fluorescence Quenching and Excimer Formation of Anthracene-Imidazolium Receptor

Kiyoshi Sato,* Yuichi Sadamitsu, Sadao Arai, Tetsuya Shimada, Haruo Inoue, and Takamichi Yamagishi

*Department of Applied Chemistry, Faculty of Engineering, Tokyo Metropolitan University, Hachioji, Tokyo 192-0397, Japan

Abstract

New anthracene based fluorescent anion receptor bearing two imidazolium units linked by methylene spacers at 9,10-positions has been synthesized. Complexation behavior and fluorescent properties of the receptor with inorganic anions (Cl-, Br-, I-, NO3-, HSO4-, and H2PO4-) in acetonitrile were investigated by 1H NMR spectrometric and fluorimetric titrations, and fluorescence lifetime measurement. At low receptor concentration level (0.1 μM), fluorescence of the receptor was quenched by formation of 1:1 host-guest complex with the anions. At relatively higher receptor concentrations (above 1.0 μM), H2PO4- anion quenched the monomer emission mainly by the excimer formation due to anion-induced ground state aggregation. Fluorescence lifetime measurements revealed that quenching mechanisms are different between halide ions and oxoanions.