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Two colorimetric fluorescent turn‐on chemosensors for detection of Al 3+ and N 3 − : Synthesis, photophysical and computational studies
Author(s) -
Abebe Fasil,
Sutton Treshaun,
Perkins Pierce,
Shaw Roosevelt
Publication year - 2018
Publication title -
luminescence
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.428
H-Index - 45
eISSN - 1522-7243
pISSN - 1522-7235
DOI - 10.1002/bio.3535
Subject(s) - fluorescence , salicylaldehyde , chemistry , titration , acetonitrile , aqueous solution , rhodamine , photochemistry , turn (biochemistry) , azide , proton nmr , density functional theory , fluorescence spectroscopy , inorganic chemistry , computational chemistry , organic chemistry , stereochemistry , schiff base , biochemistry , physics , quantum mechanics
Two new rhodamine derivative L 1 and L 2 bearing 2‐methoxy‐1‐naphthaldehyde and 5‐bromo‐3‐methoxy salicylaldehyde units were designed and synthesized using microwave‐assisted organic synthesis and utilized towards sequential fluorescence detection of aluminum ion (Al 3+ ) and azide (N 3 − ) in aqueous acetonitrile solution. Aluminum ion (Al 3+ ) triggers the formation of highly fluorescent ring‐open spirolactam. The fluorescence and colorimetric response of the L 1 ‐Al 3+ and L 2 ‐Al 3+ complexes were quenched by the addition of N 3 − , which extracting the Al 3+ from the complexes and turn‐off the sensors, confirming that the recognition process is reversible. The recognition ability of the sensors was investigated by fluorescence titration, Job's plot, 1 H‐NMR spectroscopy and density functional theory (DFT) calculations.