Nitrogen-Rich Multinuclear Ferrocenophanes as Multichannel Chemosensor Molecules for Transition and Heavy-Metal Cations
[m.n] Multinuclear ferrocenophanes prepared by aza-Wittig reaction of bisiminophosphoranes derived from 1,1'-diazidoferrocene and isophthaladelhyde or 2,5-diformylthiophene, behave as efficient electrochemical and chromogenic chemosensor molecules for Zn2+, Pb2+, and Hg2+ metal cations. Wherea...
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MDPI AG
2014-08-01
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Series: | Sensors |
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Online Access: | http://www.mdpi.com/1424-8220/14/8/14339 |
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author | Antonia Sola Arturo Espinosa Alberto Tárraga Pedro Molina |
author_facet | Antonia Sola Arturo Espinosa Alberto Tárraga Pedro Molina |
author_sort | Antonia Sola |
collection | DOAJ |
description | [m.n] Multinuclear ferrocenophanes prepared by aza-Wittig reaction of bisiminophosphoranes derived from 1,1'-diazidoferrocene and isophthaladelhyde or 2,5-diformylthiophene, behave as efficient electrochemical and chromogenic chemosensor molecules for Zn2+, Pb2+, and Hg2+ metal cations. Whereas the OSWV of receptor 3, bearing two m-phenylene units in the bridges, display one oxidation peak, receptor 4 incorporating two thiophene rings in the bridges, exhibits two well-separated oxidation peaks. In both receptors only the addition of Zn2+, Pb2+, and Hg2+ metal cations induced a remarkable anodic shift of ferrocene/ferrocenium redox couple. Likewise, in the absorption spectra of these receptors the low energy band is red-shifted by Δλ = 165 − 209 nm, and these changes promoted a significant color changes which could be used for the naked eye detection of these metal cations. The coordination modes for two representative cases were unveiled by DFT calculations that show an unsual coordination in the [42Pb]2+ complex with the Pb2+ cation in a distorted cubic N4S4 donor cage. |
first_indexed | 2024-04-14T03:33:54Z |
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id | doaj.art-7ef929ddda0246c0bbafbac4700ac690 |
institution | Directory Open Access Journal |
issn | 1424-8220 |
language | English |
last_indexed | 2024-04-14T03:33:54Z |
publishDate | 2014-08-01 |
publisher | MDPI AG |
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series | Sensors |
spelling | doaj.art-7ef929ddda0246c0bbafbac4700ac6902022-12-22T02:14:50ZengMDPI AGSensors1424-82202014-08-01148143391435510.3390/s140814339s140814339Nitrogen-Rich Multinuclear Ferrocenophanes as Multichannel Chemosensor Molecules for Transition and Heavy-Metal CationsAntonia Sola0Arturo Espinosa1Alberto Tárraga2Pedro Molina3Departamento de Química Orgánica, Facultad de Química, Universidad de Murcia, Campus de Espinardo, 30100 Murcia, SpainDepartamento de Química Orgánica, Facultad de Química, Universidad de Murcia, Campus de Espinardo, 30100 Murcia, SpainDepartamento de Química Orgánica, Facultad de Química, Universidad de Murcia, Campus de Espinardo, 30100 Murcia, SpainDepartamento de Química Orgánica, Facultad de Química, Universidad de Murcia, Campus de Espinardo, 30100 Murcia, Spain[m.n] Multinuclear ferrocenophanes prepared by aza-Wittig reaction of bisiminophosphoranes derived from 1,1'-diazidoferrocene and isophthaladelhyde or 2,5-diformylthiophene, behave as efficient electrochemical and chromogenic chemosensor molecules for Zn2+, Pb2+, and Hg2+ metal cations. Whereas the OSWV of receptor 3, bearing two m-phenylene units in the bridges, display one oxidation peak, receptor 4 incorporating two thiophene rings in the bridges, exhibits two well-separated oxidation peaks. In both receptors only the addition of Zn2+, Pb2+, and Hg2+ metal cations induced a remarkable anodic shift of ferrocene/ferrocenium redox couple. Likewise, in the absorption spectra of these receptors the low energy band is red-shifted by Δλ = 165 − 209 nm, and these changes promoted a significant color changes which could be used for the naked eye detection of these metal cations. The coordination modes for two representative cases were unveiled by DFT calculations that show an unsual coordination in the [42Pb]2+ complex with the Pb2+ cation in a distorted cubic N4S4 donor cage.http://www.mdpi.com/1424-8220/14/8/14339ferrocenophaneelectrochemical sensingchromogenic sensingaldimine binding siteZn(II) metal cationsPb(II) metal cationsHg(II) metal cations |
spellingShingle | Antonia Sola Arturo Espinosa Alberto Tárraga Pedro Molina Nitrogen-Rich Multinuclear Ferrocenophanes as Multichannel Chemosensor Molecules for Transition and Heavy-Metal Cations Sensors ferrocenophane electrochemical sensing chromogenic sensing aldimine binding site Zn(II) metal cations Pb(II) metal cations Hg(II) metal cations |
title | Nitrogen-Rich Multinuclear Ferrocenophanes as Multichannel Chemosensor Molecules for Transition and Heavy-Metal Cations |
title_full | Nitrogen-Rich Multinuclear Ferrocenophanes as Multichannel Chemosensor Molecules for Transition and Heavy-Metal Cations |
title_fullStr | Nitrogen-Rich Multinuclear Ferrocenophanes as Multichannel Chemosensor Molecules for Transition and Heavy-Metal Cations |
title_full_unstemmed | Nitrogen-Rich Multinuclear Ferrocenophanes as Multichannel Chemosensor Molecules for Transition and Heavy-Metal Cations |
title_short | Nitrogen-Rich Multinuclear Ferrocenophanes as Multichannel Chemosensor Molecules for Transition and Heavy-Metal Cations |
title_sort | nitrogen rich multinuclear ferrocenophanes as multichannel chemosensor molecules for transition and heavy metal cations |
topic | ferrocenophane electrochemical sensing chromogenic sensing aldimine binding site Zn(II) metal cations Pb(II) metal cations Hg(II) metal cations |
url | http://www.mdpi.com/1424-8220/14/8/14339 |
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