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Dyes That Bear Thiazolylazo Groups as Chromogenic Chemosensors for Metal Cations

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Dyes That Bear Thiazolylazo Groups as Chromogenic Chemosensors for Metal Cations

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dc.contributor.author Ábalos Aguado, Tatiana es_ES
dc.contributor.author Moragues Pons, María Esperanza es_ES
dc.contributor.author Royo Calvo, Santiago es_ES
dc.contributor.author Jiménez, Diego es_ES
dc.contributor.author Martínez Mañez, Ramón es_ES
dc.contributor.author Soto Camino, Juan es_ES
dc.contributor.author Sancenón Galarza, Félix es_ES
dc.contributor.author Gil Grau, Salvador es_ES
dc.contributor.author Cano, Joan es_ES
dc.date.accessioned 2015-05-20T10:29:06Z
dc.date.issued 2012-01
dc.identifier.issn 1434-1948
dc.identifier.uri http://hdl.handle.net/10251/50542
dc.description.abstract A family of dyes (L 1-L 6) that contain a thiazolylazo group as signalling subunit and several macrocyclic cavities with different ring sizes and type and number of heteroatoms as binding sites has been synthesized and characterized. Solutions of L 1-L 6 in acetonitrile show broad and structureless absorption bands in the 554-577 nm range with typicalmolar absorption coefficients that range from 20000 to 32000 M -1 cm -1. A detailed protonation study was carried out with solutions of L 1, L 2 and L 5 in acetonitrile. Addition of one equivalent of protons to L 1 and L 2 resulted in the development of a new band at 425 and 370 nm, respectively, which was ascribed to protonation in the aniline nitrogen. In contrast, protonation of L 5 resulted in a bathochromic shift of 25 nm of the absorption band that was conceivable with protonation of one of the nitrogen atoms of the azo moiety. These results were in agreement with 1H NMR spectroscopic data. Theoretical studies on the model ligand L 1 and on different possible protonation species were also performed by using density functional theory (DFT) quantum mechanical calculations. Colour modulations in solutions of L 1-L 6 in acetonitrile in the presence of the metal cations Fe 3+, Ni 2+, Zn 2+, Cd 2+, Pb 2+ and Hg 2+ have been studied. A selective chromogenic response of L 4 in the presence of Pb 2+ and L 5 in the presence of Hg 2+ was observed. To get a better insight into the chromophoric nature in the presence of metal cations, the interaction of Hg 2+ with the model compound L 1 in two different coordination modes was studied theoretically by using density functional theory (DFT) quantum mechanical calculations. es_ES
dc.description.sponsorship Financial support by the Spanish Ministerio de Ciencia e Innovacion (MICINN) through projects MAT2009-14564-C04-01, CTQ2010-15364, Molecular Nanoscience (Consolider Ingenio CSD2007-00010) and Generalitat Valenciana (PROMETEO/2009/016 and PROMETEO/2009/108) is gratefully acknowledged. en_EN
dc.language Inglés es_ES
dc.publisher Wiley-VCH Verlag es_ES
dc.relation.ispartof European Journal of Inorganic Chemistry es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Azodyes es_ES
dc.subject Cation sensors es_ES
dc.subject Chemosensors es_ES
dc.subject Density functional calculations es_ES
dc.subject Dyes es_ES
dc.subject Lead es_ES
dc.subject Mercury es_ES
dc.subject.classification QUIMICA ANALITICA es_ES
dc.subject.classification QUIMICA INORGANICA es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Dyes That Bear Thiazolylazo Groups as Chromogenic Chemosensors for Metal Cations es_ES
dc.type Artículo es_ES
dc.embargo.lift 10000-01-01
dc.embargo.terms forever es_ES
dc.identifier.doi 10.1002/ejic.201100834
dc.relation.projectID info:eu-repo/grantAgreement/MEC//CSD2007-00010/ES/NANOCIENCIA MOLECULAR/ / es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MICINN//MAT2009-14564-C04-01/ES/Nanomateriales Hibridos Para El Desarrollo De "Puertas Moleculares" De Aplicacion En Procesos De Reconocimiento Y Terapeutica Y Para La Deteccion De Explosivos./ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/Generalitat Valenciana//PROMETEO09%2F2009%2F016/ES/Ayuda prometeo 2009 para el grupo de diseño y desarrollo de sensores/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MICINN//CTQ2010-15364/ES/MAGNETISMO MOLECULAR: COMPUESTOS DE COORDINACION MAGNETICOS MULTIFUNCIONALES / / es_ES
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.description.bibliographicCitation Abalos Aguado, T.; Moragues Pons, ME.; Royo Calvo, S.; Jiménez, D.; Martínez Mañez, R.; Soto Camino, J.; Sancenón Galarza, F.... (2012). Dyes That Bear Thiazolylazo Groups as Chromogenic Chemosensors for Metal Cations. European Journal of Inorganic Chemistry. (1):76-84. doi:10.1002/ejic.201100834 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion http://dx.doi.org/10.1002/ejic.201100834 es_ES
dc.description.upvformatpinicio 76 es_ES
dc.description.upvformatpfin 84 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.issue 1 es_ES
dc.relation.senia 209160
dc.identifier.eissn 1099-0682
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