Premium
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
Author(s) -
Wang Jinmin,
Li Yuanyuan,
Li Kai,
Meng Xiangru,
Hou Hongwei
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201606024
Subject(s) - chemistry , fluorescence , photochemistry , intramolecular force , detection limit , schiff base , aldehyde , aqueous solution , molecule , metal ions in aqueous solution , catalysis , selectivity , metal , inorganic chemistry , polymer chemistry , organic chemistry , physics , chromatography , quantum mechanics
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 Hg II , Cu II , Fe III , Au III , etc. In this work, a fluorescent chemodosimeter of 5‐chloro‐7‐phenyliminomethyl‐8‐hydroxyquinoline ( 2 ) for the detection of Al III is reported. Chemodosimeter 2 exhibits a turn‐on fluorescence response to Al III owing to an Al III ‐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 Al III , the selectivity of 2 to Al III 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 Al III 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.