A Pyrene‐Pyrazole‐Based Rotamer Senses Hg 2+  on the Nanomolar Scale | Zendy

Naskar Barnali | Zendy; Dhara Anamika | Zendy; Modak Ritwik | Zendy; Maiti Dilip K. | Zendy; Prodhan Chandraday | Zendy; Chaudhuri Keya | Zendy; Requena Alberto | Zendy; CerónCarrasco José Pedro | Zendy; Goswami Sanchita | Zendy

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A Pyrene‐Pyrazole‐Based Rotamer Senses Hg 2+ on the Nanomolar Scale

Author(s) -

Naskar Barnali,

Dhara Anamika,

Modak Ritwik,

Maiti Dilip K.,

Prodhan Chandraday,

Chaudhuri Keya,

Requena Alberto,

CerónCarrasco José Pedro,

Goswami Sanchita

Publication year - 2017

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201601780

Subject(s) - conformational isomerism , tautomer , pyrene , chemistry , pyrazole , selectivity , fluorescence , hydrazide , stereochemistry , medicinal chemistry , organic chemistry , molecule , physics , quantum mechanics , catalysis

In this experimental and theoretical study, a new pyrene‐pyrazole based chemosensor, 5‐Methyl‐1H‐pyrazole‐3‐carboxylic acid pyren‐1‐ylm ethylene hydrazide ( MpcphH) , is designed and prepared for selective sensing of Hg 2+ . Photophysical studies, including UV‐vis and fluorescence, showed that MpcphH exhibited high selectivity and sensitivity in response to Hg 2+ with detection limit in the nano molar range. The 1 H and 13 C−NMR spectroscopic techniques are presented to elucidate the coordination modes of MpcphH towards Hg 2+ . The relative stability of the ketoimine/imineol tautomers and the specific rotamer responsible for Hg 2+ coordination are evaluated by means of DFT calculations. Furthermore, MpcphH provides a reliable approach to monitor cellular cytoplasmic Hg 2+ in HepG2 cells.

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