Abstract
3′-Dicyanovinyl terthiophene 3 was synthesized and the changes in absorption and emission properties of 3 in the presence of various anions were evaluated. Compound 3 acts as a selective colorimetric as well as a ratiometric fluorescence probe for cyanide anions in aqueous THF solution even in the presence of other anions such as AcO−, F−, Cl−, Br−, NO2−, N3−, HS− and ClO4−. Obstruction in an intramolecular charge transfer (ICT) by the nucleophilic addition of a cyanide anion to the dicyanovinyl group induces remarkable changes in the absorption and emission spectra of 3. The signal transduction mechanism was investigated by absorption and emission spectroscopy, 1H NMR titration and DFT calculations.
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