A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence Quenching

Herein, the design, synthesis, and characterization of a phenhomazine ligand are described. The ligand has six pendant acetate arms designed for the combined coordination of copper(II) and lanthanide(III) ions, with the perspective of developing a “turn-off” copper sensor. The key step for the ligan...

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Detalles Bibliográficos
Autores: Trupp, Leandro Julián, Bruttomesso, Andrea, Eliseeva, Svetlana V., Petoud, Stéphane, Ramírez, Fernando Javier, Barja, Beatriz Carmen
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2020
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/141369
Acceso en línea:http://hdl.handle.net/11336/141369
Access Level:acceso abierto
Palabra clave:COPPER
LANTHANIDES
LUMINESCENCE
PHENHOMAZINES
SENSORS
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
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oai_identifier_str oai:ri.conicet.gov.ar:11336/141369
network_acronym_str AR
network_name_str Argentina
repository_id_str
dc.title.none.fl_str_mv A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence Quenching
title A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence Quenching
spellingShingle A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence Quenching
Trupp, Leandro Julián
COPPER
LANTHANIDES
LUMINESCENCE
PHENHOMAZINES
SENSORS
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
title_short A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence Quenching
title_full A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence Quenching
title_fullStr A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence Quenching
title_full_unstemmed A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence Quenching
title_sort A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence Quenching
dc.creator.none.fl_str_mv Trupp, Leandro Julián
Bruttomesso, Andrea
Eliseeva, Svetlana V.
Petoud, Stéphane
Ramírez, Fernando Javier
Barja, Beatriz Carmen
author Trupp, Leandro Julián
author_facet Trupp, Leandro Julián
Bruttomesso, Andrea
Eliseeva, Svetlana V.
Petoud, Stéphane
Ramírez, Fernando Javier
Barja, Beatriz Carmen
author_role author
author2 Bruttomesso, Andrea
Eliseeva, Svetlana V.
Petoud, Stéphane
Ramírez, Fernando Javier
Barja, Beatriz Carmen
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv COPPER
LANTHANIDES
LUMINESCENCE
PHENHOMAZINES
SENSORS
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
topic COPPER
LANTHANIDES
LUMINESCENCE
PHENHOMAZINES
SENSORS
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
description Herein, the design, synthesis, and characterization of a phenhomazine ligand are described. The ligand has six pendant acetate arms designed for the combined coordination of copper(II) and lanthanide(III) ions, with the perspective of developing a “turn-off” copper sensor. The key step for the ligand preparation was the one-step endomethylene bridge fission of a diamino Tröger's base with a concomitant alkylation. Fluorescence and absorption spectroscopies as well as nuclear magnetic resonance (NMR) experiments were performed to analyze and understand the coordination properties of the ligand. Transition metal coordination was driven by the synergistic effect of the free nitrogen atoms of the diazocinic core and the two central acetate arms attached to those nitrogen atoms, whereas lanthanide coordination is performed by the external acetate arms, presumably forming a self-assembled 2:2 metallosupramolecular structure. The terbium complex shows the typical green emission with narrow bands and long luminescence lifetimes. The luminescence quenching produced by the presence of copper(II) ions was analyzed. This work sets, therefore, a starting point for the development of a phenhomazine-based “turn-off” copper(II) sensor.
publishDate 2020
dc.date.none.fl_str_mv 2020-10
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/141369
Trupp, Leandro Julián; Bruttomesso, Andrea; Eliseeva, Svetlana V.; Petoud, Stéphane; Ramírez, Fernando Javier; et al.; A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence Quenching; Wiley VCH Verlag; Chemistry- A European Journal; 26; 55; 10-2020; 12645-12653
0947-6539
CONICET Digital
CONICET
url http://hdl.handle.net/11336/141369
identifier_str_mv Trupp, Leandro Julián; Bruttomesso, Andrea; Eliseeva, Svetlana V.; Petoud, Stéphane; Ramírez, Fernando Javier; et al.; A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence Quenching; Wiley VCH Verlag; Chemistry- A European Journal; 26; 55; 10-2020; 12645-12653
0947-6539
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202002282
info:eu-repo/semantics/altIdentifier/doi/10.1002/chem.202002282
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Wiley VCH Verlag
publisher.none.fl_str_mv Wiley VCH Verlag
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1799195824528293888
spelling A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence QuenchingTrupp, Leandro JuliánBruttomesso, AndreaEliseeva, Svetlana V.Petoud, StéphaneRamírez, Fernando JavierBarja, Beatriz CarmenCOPPERLANTHANIDESLUMINESCENCEPHENHOMAZINESSENSORShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1https://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1https://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Herein, the design, synthesis, and characterization of a phenhomazine ligand are described. The ligand has six pendant acetate arms designed for the combined coordination of copper(II) and lanthanide(III) ions, with the perspective of developing a “turn-off” copper sensor. The key step for the ligand preparation was the one-step endomethylene bridge fission of a diamino Tröger's base with a concomitant alkylation. Fluorescence and absorption spectroscopies as well as nuclear magnetic resonance (NMR) experiments were performed to analyze and understand the coordination properties of the ligand. Transition metal coordination was driven by the synergistic effect of the free nitrogen atoms of the diazocinic core and the two central acetate arms attached to those nitrogen atoms, whereas lanthanide coordination is performed by the external acetate arms, presumably forming a self-assembled 2:2 metallosupramolecular structure. The terbium complex shows the typical green emission with narrow bands and long luminescence lifetimes. The luminescence quenching produced by the presence of copper(II) ions was analyzed. This work sets, therefore, a starting point for the development of a phenhomazine-based “turn-off” copper(II) sensor.Fil: Trupp, Leandro Julián. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Inorgánica, Analítica y Química Física; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Química, Física de los Materiales, Medioambiente y Energía. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Química, Física de los Materiales, Medioambiente y Energía; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Centre National de la Recherche Scientifique; FranciaFil: Bruttomesso, Andrea. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; ArgentinaFil: Eliseeva, Svetlana V.. Centre National de la Recherche Scientifique; FranciaFil: Petoud, Stéphane. Centre National de la Recherche Scientifique; FranciaFil: Ramírez, Fernando Javier. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; ArgentinaFil: Barja, Beatriz Carmen. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Inorgánica, Analítica y Química Física; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Química, Física de los Materiales, Medioambiente y Energía. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Química, Física de los Materiales, Medioambiente y Energía; ArgentinaWiley VCH Verlag2020-10info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/141369Trupp, Leandro Julián; Bruttomesso, Andrea; Eliseeva, Svetlana V.; Petoud, Stéphane; Ramírez, Fernando Javier; et al.; A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence Quenching; Wiley VCH Verlag; Chemistry- A European Journal; 26; 55; 10-2020; 12645-126530947-6539CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202002282info:eu-repo/semantics/altIdentifier/doi/10.1002/chem.202002282info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2024-05-08T14:05:05Zoai:ri.conicet.gov.ar:11336/141369instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982024-05-08 14:05:05.381CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
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