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N2S2pyridinophane-based fluorescent chemosensors for selective optical detection of Cd2+in soils

N2S2pyridinophane-based fluorescent chemosensors for selective optical detection of Cd2+in soils
N2S2pyridinophane-based fluorescent chemosensors for selective optical detection of Cd2+in soils

Herein we describe the synthesis and coordination properties in solution towards Zn2+ and Cd2+ of the ligands L1 and L2 containing the 2,8-dithia-5-aza-2,6-pyridinophane (L) macrocyclic receptor unit and the 2-(2′-hydroxy-3′-naphthyl)-4-methylbenzoxazole (HNBO) or 7-(2-ethylamino)-4-methylcoumarin chromophores. Spectrophotometric and spectrofluorimetric measurements in the UV-visible region (MeCN/H2O solution 4:1 v/v) and 1H NMR measurements provided insight into the nature of complex species and transduction mechanisms responsible for the optical responses. The ligands showed an OFF-ON response upon addition of Zn2+ and Cd2+, for L1, and only Cd2+, for L2, in both cases attributable to the formation of 1:1 metal-to-ligand complexes. The crystal structure of [CdL2(NO3)2] is reported, Cd2+ being heptacoordinated by L and NO3- anions in a N2S2O3 environment. Exploiting the fluorescence properties of L1 and L2, an optical sensor array was developed featuring PVC membranes containing the dispersed sensing material and based on the Photoassisted Technique (PT) for signal acquisition, which allowed a quantitative determination of Cd2+ in real samples (soils). All phases from the design of the chemosensors to the development of the sensing device are discussed.

1144-0546
20834-20852
Garau, Alessandra
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Lvova, Larisa
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MacEdi, Eleonora
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Ambrosi, Gianluca
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Aragoni, M. Carla
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Arca, Massimiliano
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Caltagirone, Claudia
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Coles, Simon J.
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Formica, Mauro
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Fusi, Vieri
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Giorgi, Luca
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Isaia, Francesco
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Lippolis, Vito
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Orton, James B.
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Paolesse, Roberto
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Garau, Alessandra
0dbe375e-901e-4003-9700-45926d87a771
Lvova, Larisa
2492fd3d-27c4-4120-a54b-bb0c98d6a895
MacEdi, Eleonora
b4d8be71-faa8-4619-bb79-8020ba8e0d9c
Ambrosi, Gianluca
4b03952f-bc48-4faf-85b9-f4ca01dfa823
Aragoni, M. Carla
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Arca, Massimiliano
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Caltagirone, Claudia
9148afed-6af0-4fcd-b30e-daa3d7765dc0
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Formica, Mauro
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Fusi, Vieri
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Giorgi, Luca
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Isaia, Francesco
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Lippolis, Vito
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Orton, James B.
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Paolesse, Roberto
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Garau, Alessandra, Lvova, Larisa, MacEdi, Eleonora, Ambrosi, Gianluca, Aragoni, M. Carla, Arca, Massimiliano, Caltagirone, Claudia, Coles, Simon J., Formica, Mauro, Fusi, Vieri, Giorgi, Luca, Isaia, Francesco, Lippolis, Vito, Orton, James B. and Paolesse, Roberto (2020) N2S2pyridinophane-based fluorescent chemosensors for selective optical detection of Cd2+in soils. New Journal of Chemistry, 44 (47), 20834-20852. (doi:10.1039/d0nj03858j).

Record type: Article

Abstract

Herein we describe the synthesis and coordination properties in solution towards Zn2+ and Cd2+ of the ligands L1 and L2 containing the 2,8-dithia-5-aza-2,6-pyridinophane (L) macrocyclic receptor unit and the 2-(2′-hydroxy-3′-naphthyl)-4-methylbenzoxazole (HNBO) or 7-(2-ethylamino)-4-methylcoumarin chromophores. Spectrophotometric and spectrofluorimetric measurements in the UV-visible region (MeCN/H2O solution 4:1 v/v) and 1H NMR measurements provided insight into the nature of complex species and transduction mechanisms responsible for the optical responses. The ligands showed an OFF-ON response upon addition of Zn2+ and Cd2+, for L1, and only Cd2+, for L2, in both cases attributable to the formation of 1:1 metal-to-ligand complexes. The crystal structure of [CdL2(NO3)2] is reported, Cd2+ being heptacoordinated by L and NO3- anions in a N2S2O3 environment. Exploiting the fluorescence properties of L1 and L2, an optical sensor array was developed featuring PVC membranes containing the dispersed sensing material and based on the Photoassisted Technique (PT) for signal acquisition, which allowed a quantitative determination of Cd2+ in real samples (soils). All phases from the design of the chemosensors to the development of the sensing device are discussed.

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SNB-S-20-05275-2 - Accepted Manuscript
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Accepted/In Press date: 16 November 2020
e-pub ahead of print date: 16 November 2020
Published date: 21 December 2020

Identifiers

Local EPrints ID: 447810
URI: http://eprints.soton.ac.uk/id/eprint/447810
ISSN: 1144-0546
PURE UUID: 5fc9c8df-64c1-47ed-8e58-67db428261ff
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

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Date deposited: 23 Mar 2021 17:35
Last modified: 22 Nov 2021 08:18

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Contributors

Author: Alessandra Garau
Author: Larisa Lvova
Author: Eleonora MacEdi
Author: Gianluca Ambrosi
Author: M. Carla Aragoni
Author: Massimiliano Arca
Author: Claudia Caltagirone
Author: Simon J. Coles ORCID iD
Author: Mauro Formica
Author: Vieri Fusi
Author: Luca Giorgi
Author: Francesco Isaia
Author: Vito Lippolis
Author: James B. Orton
Author: Roberto Paolesse

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