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Tuning the selectivity/specificity of fluorescent metal ion sensors based on N2S2 pyridine-containing macrocyclic ligands by changing the fluorogenic subunit: spectrofluorimetric and metal ion binding studies

Tuning the selectivity/specificity of fluorescent metal ion sensors based on N2S2 pyridine-containing macrocyclic ligands by changing the fluorogenic subunit: spectrofluorimetric and metal ion binding studies
Tuning the selectivity/specificity of fluorescent metal ion sensors based on N2S2 pyridine-containing macrocyclic ligands by changing the fluorogenic subunit: spectrofluorimetric and metal ion binding studies
Two new fluorescent chemosensors for metal ions have been synthesized and characterized, and their photophysical properties have been explored; they are the macrocycles 5-(2-quinolinylmethyl)-2,8-dithia-5-aza-2,6-pyridinophane (L5) and 5-(5-chloro-8-hydroxyquinolinylmethyl)-2,8-dithia-5-aza-2,6-pyridinophane (L6). Both systems have a pyridyl-thioether-containing 12-membered macrocycle as a binding site. The coordination properties of these two ligands toward CuII, ZnII, CdII, HgII, and PbII have been studied in MeCN/H2O (1:1 v/v) and MeCN solutions and in the solid state. The stoichiometry of the species formed at 25 C have been determined from absorption, fluorescence, and potentiometric titrations. The complexes [CuL5](ClO4)2·1/2MeCN, [ZnL5(H2O)](ClO4)2, [HgL5(MeCN)](ClO4)2, [PbL5(ClO4)2], [Cu3(5-Cl-8-HDQH-1)(L6H-1)2](ClO4)3·7.5H2O (HDQ = hydroxyquinoline), and [Cu(L6)2](BF4)2·2MeNO2 have also been characterized by X-ray crystallography. A specific CHEF-type response of L5 and L6 to the presence of ZnII and CdII, respectively, has been observed at about pH 7.0 in MeCN/H2O (1:1 v/v) solutions.
coordination chemistry, cd-ii, luminescent chemosensors, fluorometric, cu-ii, 10-phenanthroline subunit, pb-ii, hg-ii, pendant-arm derivatives, aza-thioether crowns, chemosensors
0020-1669
4548-4559
Aragoni, M.C.
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Arca, M.
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Bencini, A.
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Blake, A.J.
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Caltagirone, C.
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De Filippo, G.
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Devillanova, F.A.
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Garau, A.
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Gelbrich, T.
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Hursthouse, M.B.
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Isaia, F.
01929115-e3d5-4af1-b79b-439cfa32fd27
Lippolis, V.
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Mameli, M.
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Mariani, P.
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Valtancoli, B.
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Wilson, C.
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Aragoni, M.C.
aec09914-2339-4bd2-aa6f-3c80c0febe9a
Arca, M.
d852c450-c522-47cb-a577-9babf59dd503
Bencini, A.
4fe27f82-c77b-405a-b576-0edc4f1981af
Blake, A.J.
5bd685bc-00f0-4de6-b104-a50065ccb7f5
Caltagirone, C.
85626041-fdae-4dd6-8a5c-9a15194f8b63
De Filippo, G.
088b9bbd-96ef-4c6b-9b81-0a8d98660699
Devillanova, F.A.
20c07fe4-3b8e-46f4-a241-60ae5189efee
Garau, A.
5f40709b-2bc5-4d2d-9311-57813e34080d
Gelbrich, T.
42309d69-eaf1-4bb7-ba2e-db61f338e370
Hursthouse, M.B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Isaia, F.
01929115-e3d5-4af1-b79b-439cfa32fd27
Lippolis, V.
6890f6ab-6860-4752-9639-5bdfeef0e90d
Mameli, M.
6ca1f521-9953-42f6-a487-9de24b449a82
Mariani, P.
eb4a9c3d-8741-41ae-ad89-bebbdcc88d3a
Valtancoli, B.
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Wilson, C.
8f81973c-e436-4727-97fd-de70017a9f56

Aragoni, M.C., Arca, M., Bencini, A., Blake, A.J., Caltagirone, C., De Filippo, G., Devillanova, F.A., Garau, A., Gelbrich, T., Hursthouse, M.B., Isaia, F., Lippolis, V., Mameli, M., Mariani, P., Valtancoli, B. and Wilson, C. (2007) Tuning the selectivity/specificity of fluorescent metal ion sensors based on N2S2 pyridine-containing macrocyclic ligands by changing the fluorogenic subunit: spectrofluorimetric and metal ion binding studies. Inorganic Chemistry, 46 (11), 4548-4559. (doi:10.1021/ic070169e).

Record type: Article

Abstract

Two new fluorescent chemosensors for metal ions have been synthesized and characterized, and their photophysical properties have been explored; they are the macrocycles 5-(2-quinolinylmethyl)-2,8-dithia-5-aza-2,6-pyridinophane (L5) and 5-(5-chloro-8-hydroxyquinolinylmethyl)-2,8-dithia-5-aza-2,6-pyridinophane (L6). Both systems have a pyridyl-thioether-containing 12-membered macrocycle as a binding site. The coordination properties of these two ligands toward CuII, ZnII, CdII, HgII, and PbII have been studied in MeCN/H2O (1:1 v/v) and MeCN solutions and in the solid state. The stoichiometry of the species formed at 25 C have been determined from absorption, fluorescence, and potentiometric titrations. The complexes [CuL5](ClO4)2·1/2MeCN, [ZnL5(H2O)](ClO4)2, [HgL5(MeCN)](ClO4)2, [PbL5(ClO4)2], [Cu3(5-Cl-8-HDQH-1)(L6H-1)2](ClO4)3·7.5H2O (HDQ = hydroxyquinoline), and [Cu(L6)2](BF4)2·2MeNO2 have also been characterized by X-ray crystallography. A specific CHEF-type response of L5 and L6 to the presence of ZnII and CdII, respectively, has been observed at about pH 7.0 in MeCN/H2O (1:1 v/v) solutions.

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Published date: 2007
Keywords: coordination chemistry, cd-ii, luminescent chemosensors, fluorometric, cu-ii, 10-phenanthroline subunit, pb-ii, hg-ii, pendant-arm derivatives, aza-thioether crowns, chemosensors

Identifiers

Local EPrints ID: 54232
URI: https://eprints.soton.ac.uk/id/eprint/54232
ISSN: 0020-1669
PURE UUID: 67831ac1-7f80-4220-bb9a-6c00074c84de

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Date deposited: 31 Jul 2008
Last modified: 13 Mar 2019 20:39

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Contributors

Author: M.C. Aragoni
Author: M. Arca
Author: A. Bencini
Author: A.J. Blake
Author: C. Caltagirone
Author: G. De Filippo
Author: F.A. Devillanova
Author: A. Garau
Author: T. Gelbrich
Author: M.B. Hursthouse
Author: F. Isaia
Author: V. Lippolis
Author: M. Mameli
Author: P. Mariani
Author: B. Valtancoli
Author: C. Wilson

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