Thiazole-based chemosensor II: synthesis and fluorescence sensing of fluoride ions based on inhibition of ESIPT

摘要

Novel chemosensors based on 2-(2'-hydroxy-phenyl)-4-phenylthiazole were synthesized and their anion sensing behaviors were investigated. Sensors 1 and 2 show fluoride ion selective behaviors related to their absorption and emission spectra amongst F~-, CH3CO_2~-, H2PO_4~-, Cl~-, Br~-, I~-, ClO_4~-, NO_3~-, and HSO_4~- anions. Sensor 2 shows color change upon interaction with F~-. Interactions of 1, 2 and 3 with F~- cause a red-shift in UV-vis absorption and a large Stokes shift in fluorescence emission due to the inhibition of ESIPT induced by the deprotonation of phenolic proton by F~-.