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Highly Selective Turn-On Fluorescent Chemodosimeter for Al III Detection through Al III -Promoted Hydrolysis of C=N Double Bonds in the 8-Hydroxyquinoline Aldehyde Schiff Base.
Chemistry : a European Journal 2017 April 12
Fluorescent chemodosimeters based on small organic molecules are widely used in the detection of various analytes. However, chemodosimeters for metal ion detection are still limited to a few transition metals, such as HgII , CuII , FeIII , AuIII , etc. In this work, a fluorescent chemodosimeter of 5-chloro-7-phenyliminomethyl-8-hydroxyquinoline (2) for the detection of AlIII is reported. Chemodosimeter 2 exhibits a turn-on fluorescence response to AlIII owing to an AlIII -promoted hydrolysis of carbon-nitrogen double bonds. This reaction yielded a 1-Al complex, which exhibited high fluorescence emission at 487 nm based on inhibition of excited-state intramolecular proton transfer (ESIPT). Because of the specific catalytic ability of AlIII , the selectivity of 2 to AlIII is excellent both in aqueous solutions and in solid matrix. The fluorescence enhancement was as high as 582-fold and the turn-on fluorescence can be observed even by the naked eye upon an irradiation with a UV lamp. The detection limit of 2 for AlIII sensing is 54 nmol L-1 and the linear range is 0-50 μmol L-1 . This work provides a new strategy for designing main-group-metal chemodosimeters based on small organic molecules.
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