A cyclometalated N-heterocyclic carbene and acetylacetonate ligands in a phosphorescent Pt(II) dye for sensing glucose

New β-diketonate platinum (II) complexes, containing a cyclometalated N-heterocyclic carbene [Pt(Naph^C*iPr)(acac)] (3A) (HNaph^C*-κC* = 3-isopropyl-1-(naphthalen-2-yl)-1H-imidazole-2-ylidene), or a cyclometalated pyrazole, [Pt(Naph^Npz)(acac)] (3B) (HC^Npz = 1-(naphthalen-2-yl)-1H-pyrazole) and [Pt...

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Detalles Bibliográficos
Autores: Melendo, Irene, Camacho-Aguayo, Javier, Paziresh, Sareh, Fuertes, Sara, Martín, Antonio, Marcos, Susana de, Galbán, Javier, Sicilia, Violeta
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/343075
Acceso en línea:http://hdl.handle.net/10261/343075
Access Level:acceso abierto
Palabra clave:Glucose dye
Platinum (II)
Cyclometalated NHC
Acac
Phosphorescence
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spelling A cyclometalated N-heterocyclic carbene and acetylacetonate ligands in a phosphorescent Pt(II) dye for sensing glucoseMelendo, IreneCamacho-Aguayo, JavierPaziresh, SarehFuertes, SaraMartín, AntonioMarcos, Susana deGalbán, JavierSicilia, VioletaGlucose dyePlatinum (II)Cyclometalated NHCAcacPhosphorescenceNew β-diketonate platinum (II) complexes, containing a cyclometalated N-heterocyclic carbene [Pt(Naph^C*iPr)(acac)] (3A) (HNaph^C*-κC* = 3-isopropyl-1-(naphthalen-2-yl)-1H-imidazole-2-ylidene), or a cyclometalated pyrazole, [Pt(Naph^Npz)(acac)] (3B) (HC^Npz = 1-(naphthalen-2-yl)-1H-pyrazole) and [Pt(Naph^Ndmpz)(acac)] (3B') (HC^Ndmpz = 1-(naphthalen-2-yl)-1H-3,5-dimethylpyrazole) have been prepared and characterized. Their absorption and emission properties in films of ethyl cellulose (EC) were determined along with those of the already reported for complex [Pt(Naph^C*Me)(acac)] (3A'). They showed that all four β-diketonate complexes display a bright phosphorescent emission with maxima in the blue region (λmax ∼ 480 nm for 3A and 3A'; 490 nm 3B and 3B'). The higher quantum yield (QY), longer decay times and greater oxygen sensitivity were exhibited by the Naph^C* derivatives, compared to the Naph^N ones. Polyacrylamide membranes with entrapped 3A' as dye, and glucose oxidase (GOx) enzyme were used for monitoring glucose level. The RSD is about 5% and the detection limit is at ∼5·10−4 M, with a response time usually of 10–15 min working in stop-flow mode. These platinum-based membranes respond reversibly to glucose for, at least, 20 measures. 3A’ is the first Pt(II) complex bearing a cyclometalated N-heterocyclic carbene ever used as dye for sensing glucose.This work was supported by the Spanish Ministerio de Ciencia Innovacion y Universidades/FEDER (Projects PID2021-122869NB-I00 and PID2019-105408GB-I00), by the Gobierno de Aragon (Grupos E17_20R: Química Inorgánica y de los Compuestos Organometálicos, and E25_20R: Nanosensores y Sistemas Bioanalíticos) J. Camacho-Aguayo thanks the Government of Aragón for a grant.Peer reviewedElsevierMinisterio de Ciencia, Innovación y Universidades (España)Agencia Estatal de Investigación (España)Gobierno de AragónEuropean CommissionConsejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202420242023info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/10261/343075reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI//PID2021-122869NB-I00info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-105408GB-I00Melendo, Irene; Camacho-Aguayo, Javier; Paziresh, Sareh; Fuertes, Sara; Martín, Antonio; Marcos, Susana de; Galbán, Javier; Sicilia, Violeta; 2023; Appendix A. Supplementary data: A cyclometalated N-heterocyclic carbene and acetylacetonate ligands in a phosphorescent Pt(II) dye for sensing glucose [Dataset]; https://doi.org/10.1016/j.dyepig.2023.111630https://doi.org/10.1016/j.dyepig.2023.111630Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3430752026-05-22T06:33:51Z
dc.title.none.fl_str_mv A cyclometalated N-heterocyclic carbene and acetylacetonate ligands in a phosphorescent Pt(II) dye for sensing glucose
title A cyclometalated N-heterocyclic carbene and acetylacetonate ligands in a phosphorescent Pt(II) dye for sensing glucose
spellingShingle A cyclometalated N-heterocyclic carbene and acetylacetonate ligands in a phosphorescent Pt(II) dye for sensing glucose
Melendo, Irene
Glucose dye
Platinum (II)
Cyclometalated NHC
Acac
Phosphorescence
title_short A cyclometalated N-heterocyclic carbene and acetylacetonate ligands in a phosphorescent Pt(II) dye for sensing glucose
title_full A cyclometalated N-heterocyclic carbene and acetylacetonate ligands in a phosphorescent Pt(II) dye for sensing glucose
title_fullStr A cyclometalated N-heterocyclic carbene and acetylacetonate ligands in a phosphorescent Pt(II) dye for sensing glucose
title_full_unstemmed A cyclometalated N-heterocyclic carbene and acetylacetonate ligands in a phosphorescent Pt(II) dye for sensing glucose
title_sort A cyclometalated N-heterocyclic carbene and acetylacetonate ligands in a phosphorescent Pt(II) dye for sensing glucose
dc.creator.none.fl_str_mv Melendo, Irene
Camacho-Aguayo, Javier
Paziresh, Sareh
Fuertes, Sara
Martín, Antonio
Marcos, Susana de
Galbán, Javier
Sicilia, Violeta
author Melendo, Irene
author_facet Melendo, Irene
Camacho-Aguayo, Javier
Paziresh, Sareh
Fuertes, Sara
Martín, Antonio
Marcos, Susana de
Galbán, Javier
Sicilia, Violeta
author_role author
author2 Camacho-Aguayo, Javier
Paziresh, Sareh
Fuertes, Sara
Martín, Antonio
Marcos, Susana de
Galbán, Javier
Sicilia, Violeta
author2_role author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Ministerio de Ciencia, Innovación y Universidades (España)
Agencia Estatal de Investigación (España)
Gobierno de Aragón
European Commission
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Glucose dye
Platinum (II)
Cyclometalated NHC
Acac
Phosphorescence
topic Glucose dye
Platinum (II)
Cyclometalated NHC
Acac
Phosphorescence
description New β-diketonate platinum (II) complexes, containing a cyclometalated N-heterocyclic carbene [Pt(Naph^C*iPr)(acac)] (3A) (HNaph^C*-κC* = 3-isopropyl-1-(naphthalen-2-yl)-1H-imidazole-2-ylidene), or a cyclometalated pyrazole, [Pt(Naph^Npz)(acac)] (3B) (HC^Npz = 1-(naphthalen-2-yl)-1H-pyrazole) and [Pt(Naph^Ndmpz)(acac)] (3B') (HC^Ndmpz = 1-(naphthalen-2-yl)-1H-3,5-dimethylpyrazole) have been prepared and characterized. Their absorption and emission properties in films of ethyl cellulose (EC) were determined along with those of the already reported for complex [Pt(Naph^C*Me)(acac)] (3A'). They showed that all four β-diketonate complexes display a bright phosphorescent emission with maxima in the blue region (λmax ∼ 480 nm for 3A and 3A'; 490 nm 3B and 3B'). The higher quantum yield (QY), longer decay times and greater oxygen sensitivity were exhibited by the Naph^C* derivatives, compared to the Naph^N ones. Polyacrylamide membranes with entrapped 3A' as dye, and glucose oxidase (GOx) enzyme were used for monitoring glucose level. The RSD is about 5% and the detection limit is at ∼5·10−4 M, with a response time usually of 10–15 min working in stop-flow mode. These platinum-based membranes respond reversibly to glucose for, at least, 20 measures. 3A’ is the first Pt(II) complex bearing a cyclometalated N-heterocyclic carbene ever used as dye for sensing glucose.
publishDate 2023
dc.date.none.fl_str_mv 2023
2024
2024
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/343075
url http://hdl.handle.net/10261/343075
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
#PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/AEI//PID2021-122869NB-I00
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-105408GB-I00
Melendo, Irene; Camacho-Aguayo, Javier; Paziresh, Sareh; Fuertes, Sara; Martín, Antonio; Marcos, Susana de; Galbán, Javier; Sicilia, Violeta; 2023; Appendix A. Supplementary data: A cyclometalated N-heterocyclic carbene and acetylacetonate ligands in a phosphorescent Pt(II) dye for sensing glucose [Dataset]; https://doi.org/10.1016/j.dyepig.2023.111630
https://doi.org/10.1016/j.dyepig.2023.111630
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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