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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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
id AR_ed939f1c5d8e20cec515a3cbca2dbfc0
oai_identifier_str oai:ri.conicet.gov.ar:11336/141369
network_acronym_str AR
network_name_str Argentina
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
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
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
topic COPPER
LANTHANIDES
LUMINESCENCE
PHENHOMAZINES
SENSORS
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
topic_facet COPPER
LANTHANIDES
LUMINESCENCE
PHENHOMAZINES
SENSORS
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
format article
status_str publishedVersion
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
language eng
eu_rights_str_mv openAccess
publisher Wiley VCH Verlag
institution Consejo Nacional de Investigaciones Científicas y Técnicas
collection CONICET Digital (CONICET)
reponame_str CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
spelling A Six-Armed Phenhomazine Ligand with a Potential “Turn-Off” Copper(II) Sensing Capability through Terbium(III) Luminescence Quenching Trupp, Leandro Julián Bruttomesso, Andrea Eliseeva, Svetlana V. Petoud, Stéphane Ramírez, Fernando Javier Barja, Beatriz Carmen COPPER LANTHANIDES LUMINESCENCE PHENHOMAZINES SENSORS https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 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. 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; Francia Fil: 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; Argentina Fil: Eliseeva, Svetlana V.. Centre National de la Recherche Scientifique; Francia Fil: Petoud, Stéphane. Centre National de la Recherche Scientifique; Francia Fil: 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; Argentina Fil: 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; Argentina Wiley VCH Verlag 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
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publishDateSort 2020
author_browse Barja, Beatriz Carmen
Bruttomesso, Andrea
Eliseeva, Svetlana V.
Petoud, Stéphane
Ramírez, Fernando Javier
Trupp, Leandro Julián
publisherStr Wiley VCH Verlag
score 6,8972664