Remarkable difference in Al3+ and Zn2+ sensing properties of quinoline based isomers

Dalton Transactions : an International Journal of Inorganic Chemistry
Ananta HazraPartha Roy

Abstract

Two positional isomers, 4-methyl-2-((quinolin-6-ylimino)methyl)phenol (6-QMP) and 4-methyl-2-((quinolin-2-ylimino)methyl)phenol (2-QMP), have been synthesized to compare their fluorescence sensing properties. 6-QMP and 2-QMP have been synthesized by Schiff-base condensation between 2-hydroxy-5-methylbenzaldehyde and the respective amine (6-aminoquinoline for 6-QMP and 2-aminoquinoline for 2-QMP) under mild conditions. These compounds have been characterized by standard methods. 6-QMP and 2-QMP have been found to be dual fluorescence chemosensors for Al3+ and Zn2+ ions but the increment of fluorescence intensity varies. 6-QMP can detect Al3+ (emission at 543 nm) and Zn2+ (emission at 525 nm) by the enhancement of emission intensity by 97 and 79 fold, respectively, with the same excitation wavelength at 415 nm. However, 2-QMP shows two different excitation and emission wavelengths for the detection of Al3+ (emission at 376 nm; λex = 330 nm) and Zn2+ (emission at 550 nm; λex = 435 nm). The increase in emission intensity is low (4.5 fold for Al3+ and 35 fold for Zn2+) compared to that with 6-QMP. The enhancement of intensity may be explained by the PET mechanism. Both the probes form a 1 : 1 complex with both the metal ions as indi...Continue Reading

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Citations

Mar 13, 2019·Organic & Biomolecular Chemistry·Anton S AbelIrina P Beletskaya
Apr 25, 2020·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Samir MaityAjay Misra
Nov 23, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Ankita RoyPartha Roy

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Methods Mentioned

BETA
fluorescence titration
fluorescence imaging
fluorescence microscopy

Software Mentioned

Gaussian

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