A modified cyclen azaxanthone ligand as a new fluorescent probe for Zn2

A new cyclen derivative L, bearing a methyl-chromeno-pyridinylidene hydrazone moiety, was synthesized and studied in MeOH, as potential fluorescent "OFF-on-ON" sensors for Zn(ii). Photophysical properties of this ligand being PET regulated, L was only weakly emissive in the absence of meta...

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Published in:Dalton transactions : an international journal of inorganic chemistry 2013-09, Vol.42 (34), p.12157-12164
Main Authors: Nouri, Hela, Cadiou, Cyril, Lawson-Daku, Latévi Max, Hauser, Andreas, Chevreux, Sylviane, Déchamps-Olivier, Isabelle, Lachaud, Fabien, Ternane, Riadh, Trabelsi-Ayadi, Malika, Chuburu, Françoise, Lemercier, Gilles
Format: Article
Language:English
Subjects:
Fluorescent Dyes - chemistry
Heterocyclic Compounds - chemistry
Ions - chemistry
Ligands
Quantum Theory
Spectrometry, Fluorescence
Zinc - analysis
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Summary:A new cyclen derivative L, bearing a methyl-chromeno-pyridinylidene hydrazone moiety, was synthesized and studied in MeOH, as potential fluorescent "OFF-on-ON" sensors for Zn(ii). Photophysical properties of this ligand being PET regulated, L was only weakly emissive in the absence of metal ions (OFF). L fluorescence was increased modestly upon addition of one equivalent of Zn(II), and further increased upon addition of a second equivalent. Therefore, Zn : L behaved as a highly sensitive ON sensor for zinc. This efficiency was correlated to Zn(II) coordination via the hydrazone moiety of the fluorophore, producing an efficient CHelation-Enhanced Fluorescence (CHEF) effect. A complementary theoretical study carried out with DFT calculations further elucidated the optical properties.
ISSN:1477-9226
1477-9234
DOI:10.1039/c3dt51216a