Incredible colorimetric sensing behavior of pyrazole-based imine chemosensor towards copper (II) ion detection: synthesis, characterization and theoretical investigations

[Display omitted] •A series of pyrazole derivatives was synthesized.•The photophysical behavior of synthesized pyrazole hybrids in the presence of various analytes was then examined.•All the hybrid compounds exhibit remarkable colorimetric responses toward copper (II) ions.•Detection limits for AS1,...

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Veröffentlicht in:Results in Chemistry 2022-01, Vol.4, p.100501, Article 100501
Hauptverfasser: Nelson, Malini, Muniyasamy, Harikrishnan, Ongi, Pavithra, Balakrishnan, Sankar, Sepperumal, Murugesan, Ayyanar, Siva, Jegathalaprathaban, Rajesh
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Sprache:eng
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Zusammenfassung:[Display omitted] •A series of pyrazole derivatives was synthesized.•The photophysical behavior of synthesized pyrazole hybrids in the presence of various analytes was then examined.•All the hybrid compounds exhibit remarkable colorimetric responses toward copper (II) ions.•Detection limits for AS1, AS2 and AS3 hybrid compounds are 0.62 μM, 0.47 μM, and 4.4 μM respectively. Herein, we synthesized more conjugated compounds like substituted fluorene, anthracene, and pyrene based pyrazole derivatives with good yield. All the compounds were thoroughly characterized by various spectral techniques such as NMR and mass analysis. Further, we studied the photophysical behavior of pyrazole derivatives (hybrids) upon the addition of analytes using UV–visible spectroscopic techniques. All the hybrid compounds were good colorimetric sensor for copper(II) ion. AS1, AS2 and AS3 hybrid compounds possess the limit of detections as 0.62 μM, 0.47 μM, and 4.4 μM respectively. The binding constant of the hybrid compounds AS1, AS2 and AS3 were 3.1 × 10-2 M, 3.9 × 10-2 M and 2.3 × 10-2 M respectively. The detection limit and binding constant of anthracene based hybrid AS2 was superior when compared to AS1 and AS3. Further, ligand to the metal charge transition of the probe with analytes were confirmed by density function theory (DFT) through Gaussian 09 Software.
ISSN:2211-7156
2211-7156
DOI:10.1016/j.rechem.2022.100501