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Communication | Special issue | Vol 61, No. 1, 2003, pp.31-38
Published online, 25th August, 2003
DOI: 10.3987/COM-03-S25
Stilbazolium Boronic Acid/Borate - A New Stilbazolium Betaine Dye: An Optical Molecular Sensor for Monosaccharides

Kiyoshi Sato,* Akiko Sone, Sadao Arai, and Takamichi Yamagishi

*Department of Applied Chemistry, Graduate School of Engineering, Tokyo Metropolitan University, 1-1 Minami-ohsawa, Hachioji, Tokyo 192-0397, Japan

Abstract

The Knoevenagel condensation of 1,4-dimethylpyridinium and 1,4-dimethylquinolinium salts with 4-formylbenzeneboronic acid gave new stilbazolium dyes (2) and (3), respectively. The UV-VIS absorption behavior of the boronic acid-substituted stilbazolium dyes were studied in acetonitrile-aqueous buffered solutions (1:25 v/v), in the absence and in the presence of various sugars as guest species. The dyes form complexes with monosaccharides at neutral pH together with a bathochromic shift of the intramolecular charge transfer band.