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Colorimetric and fluorometric sensing of the Lewis acidity of a metal ion by metal-ion complexation of imidazo[1,2-a]pyrazin-3(7H)-ones
Authors:Takashi Hirano  Takashi Sekiguchi  Hiroshi Ikeda  Shojiro Maki
Institution:a Department of Applied Physics and Chemistry, The University of Electro-Communications, Chofu, Tokyo 182-8585, Japan
b Advanced Technology Support Division, RIKEN, Wako, Saitama 351-0198, Japan
c Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan
d The Research Institute for Molecular Electronic Devices (RIMED), Osaka Prefecture University, Sakai, Osaka 599-8531, Japan
Abstract:Metal-ion complexation of 7-benzylimidazo1,2-a]pyrazin-3(7H)-one derivative (2) with Li+, Mg2+, Ca2+, Ba2+, Sc3+, and La3+ in acetonitrile resulted in successive modulations of its UV/vis absorption and fluorescence spectroscopic properties. This result indicates that 2 can be used as a colorimetric and fluorometric sensor of the Lewis acidity of a metal ion in aprotic solutions. The hypothesis that the metal-ion complex has a O10(imidazopyrazinone)-metal ion bond was supported by X-ray crystallographic analysis and quantum chemical calculations for a Li+ complex of 7-methylimidazo1,2-a]pyrazin-3(7H)-one derivative (1).
Keywords:Metal-ion complex  Lewis acidity  Absorption spectrum  Fluorescence
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