Fluorescent perylenylpyridine complexes: an experimental and theoretical study

Producción Científica

Detalles Bibliográficos
Autores: Exposito Fuertes, José Emilio, Aullón, Gabriel, Bardají Luna, Manuel, Miguel García, Jesús Ángel, Espinet Rubio, Pablo
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2020
País:España
Institución:Universidad de Valladolid
Repositorio:UVaDOC. Repositorio Documental de la Universidad de Valladolid
OAI Identifier:oai:uvadoc.uva.es:10324/42792
Acceso en línea:https://doi.org/10.1039/D0DT02494E
http://uvadoc.uva.es/handle/10324/42792
Access Level:acceso abierto
Palabra clave:Perileno
Perylene
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spelling Fluorescent perylenylpyridine complexes: an experimental and theoretical studyExposito Fuertes, José EmilioAullón, GabrielBardají Luna, ManuelMiguel García, Jesús ÁngelEspinet Rubio, PabloPerilenoPeryleneProducción CientíficaThe perylene derivative 2-(3-perylenyl)-4-methylpyridine (HPerPy) was prepared and used to synthesize [Ag(HPerPy)(PPh3)(OClO3)], with the perylene ligand bonded to the metal centre only by the pyridine nitrogen. The treatment of HPerPy with [Pd(OAc)2] in methanol or acetic acid led to acetate bridged dimers (μ-OOCCH3)2[Pd(PerPy)]2, six-membered or five-membered cycled at the perylenyl fragment. Substitution reactions afforded mononuclear compounds [Pd(PerPy)(acac)] (six-member or five-member cycled) and [Pd(PerPy)(S2COMe)] (six-member or five-member cycled). The reaction of HPerPy with a platinum(II) fragment led to a five-membered cyclometallated Pt(II) complex [Pt(PerPy)(acac)]. The oxidative addition with MeI gave the corresponding cyclometallated Pt(IV) compound [Pt(PerPy)(acac)MeI]. X-ray single crystal studies of compounds [Ag(HPerPy)(PPh3)(OClO3)], (μ-OOCCH3)2[Pd(PerPy)]2-five-membered, [Pd(PerPy)(acac)]-six-membered, [Pd(PerPy)(S2COMe)]-five-membered, [Pt(PerPy)(acac)]-five-membered, and [Pt(PerPy)(acac)MeI]-five-membered confirmed the proposed structures. The UV-Vis spectra show one intense absorption with vibronic coupling in the visible region with maxima in the range of 448–519 nm. DFT calculations were carried out for the absorption spectra of the HPerPy molecule and representative complexes [M(PerPy)(acac)] (M: Pd, Pt; five and six-membered isomers) and [Pt(PerPy)(acac)MeI], showing that the lowest energy most intense transition in the complexes corresponds to the HOMO → LUMO transition in the perylene moiety, although affected by the metallacycle size and the metal nature. All the compounds are fluorescent in solution, due to the perylene fragment. The emission spectra display maxima in the range of 468–549 nm, with quantum yields from 1.1 to 82%. The attenuation of the intensity of fluorescence by the presence of heavy atoms and the formation of metallacycles has been experimentally determined and sequenced.Ministerio de Economía, Industria y Competitividad (Project CTQ2017-89217-P)Junta de Castilla y León (Project VA038G18)Royal Society of Chemistry2020info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersionapplication/pdfhttps://doi.org/10.1039/D0DT02494Ehttp://uvadoc.uva.es/handle/10324/42792reponame:UVaDOC. Repositorio Documental de la Universidad de Valladolidinstname:Universidad de ValladolidIngléshttps://pubs.rsc.org/en/content/articlelanding/2020/DT/D0DT02494E#!divAbstractinfo:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-nd/4.0/oai:uvadoc.uva.es:10324/427922026-06-13T12:44:47Z
dc.title.none.fl_str_mv Fluorescent perylenylpyridine complexes: an experimental and theoretical study
title Fluorescent perylenylpyridine complexes: an experimental and theoretical study
spellingShingle Fluorescent perylenylpyridine complexes: an experimental and theoretical study
Exposito Fuertes, José Emilio
Perileno
Perylene
title_short Fluorescent perylenylpyridine complexes: an experimental and theoretical study
title_full Fluorescent perylenylpyridine complexes: an experimental and theoretical study
title_fullStr Fluorescent perylenylpyridine complexes: an experimental and theoretical study
title_full_unstemmed Fluorescent perylenylpyridine complexes: an experimental and theoretical study
title_sort Fluorescent perylenylpyridine complexes: an experimental and theoretical study
dc.creator.none.fl_str_mv Exposito Fuertes, José Emilio
Aullón, Gabriel
Bardají Luna, Manuel
Miguel García, Jesús Ángel
Espinet Rubio, Pablo
author Exposito Fuertes, José Emilio
author_facet Exposito Fuertes, José Emilio
Aullón, Gabriel
Bardají Luna, Manuel
Miguel García, Jesús Ángel
Espinet Rubio, Pablo
author_role author
author2 Aullón, Gabriel
Bardají Luna, Manuel
Miguel García, Jesús Ángel
Espinet Rubio, Pablo
author2_role author
author
author
author
dc.subject.none.fl_str_mv Perileno
Perylene
topic Perileno
Perylene
description Producción Científica
publishDate 2020
dc.date.none.fl_str_mv 2020
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv https://doi.org/10.1039/D0DT02494E
http://uvadoc.uva.es/handle/10324/42792
url https://doi.org/10.1039/D0DT02494E
http://uvadoc.uva.es/handle/10324/42792
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv https://pubs.rsc.org/en/content/articlelanding/2020/DT/D0DT02494E#!divAbstract
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-nd/4.0/
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv reponame:UVaDOC. Repositorio Documental de la Universidad de Valladolid
instname:Universidad de Valladolid
instname_str Universidad de Valladolid
reponame_str UVaDOC. Repositorio Documental de la Universidad de Valladolid
collection UVaDOC. Repositorio Documental de la Universidad de Valladolid
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15.301603

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