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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Main Authors: Antonia Sola, Arturo Espinosa, Alberto Tárraga, Pedro Molina
Format: Article
Language:English
Published: MDPI AG 2014-08-01
Series:Sensors
Subjects:
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.
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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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