Platinum(II) compounds containing cyclometalated tridentate ligands: Synthesis, luminescence studies, and a selective fluoro for methoxy substitution

Two series of potentially tridentate ligands of formula ArCH=N(CH2)2NMe2 and ArCH=N(CH2)3NMe2 (Ar = C6H5, 2-FC6H4, 4-FC6H4, 2,3,4-F3C6H2) were used to prepare [C,N,N′]-cyclometalated platinum compounds containing either a chloro or a methyl ancillary ligand. The synthesis of the compounds [PtCl{Me2N...

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Autores: Gandioso, Albert, Valle-Sistac, J., Rodríguez Raurell, Laura, Crespo Vicente, Margarita Ma., Font Bardia, Ma. Mercedes
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2014
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/165280
Acceso en línea:https://hdl.handle.net/2445/165280
Access Level:acceso abierto
Palabra clave:Platí
Lligands
Estructura molecular
Platinum
Ligands
Molecular structure
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spelling Platinum(II) compounds containing cyclometalated tridentate ligands: Synthesis, luminescence studies, and a selective fluoro for methoxy substitutionGandioso, AlbertValle-Sistac, J.Rodríguez Raurell, LauraCrespo Vicente, Margarita Ma.Font Bardia, Ma. MercedesPlatíLligandsEstructura molecularPlatinumLigandsMolecular structureTwo series of potentially tridentate ligands of formula ArCH=N(CH2)2NMe2 and ArCH=N(CH2)3NMe2 (Ar = C6H5, 2-FC6H4, 4-FC6H4, 2,3,4-F3C6H2) were used to prepare [C,N,N′]-cyclometalated platinum compounds containing either a chloro or a methyl ancillary ligand. The synthesis of the compounds [PtCl{Me2N(CH2)xN=CHR}] (3a−h), via the corresponding compounds [PtCl2{Me2N(CH2)xN=CHAr}] (2), requires drastic conditions and proceeds more easily for ligands derived from N,N-dimethylpropylenediamine (x = 3). Along the process, an unexpected selective nucleophilic substitution of a fluoro for a methoxy substituent took place at the aryl ring for ligands 2,3,4-F3C6H2CH=N(CH2)xNMe2. The syntheses of compounds [PtMe{Me2N(CH2)xN=CHR}] (4a−h) using [Pt2Me4(μ-SMe2)2] as a precursor took place for all ligands under relatively mild conditions. All compounds were fully characterized, including molecular structure determination for [PtCl{Me2N(CH2)3N=CH(4-FC6H3)}] (3b) and [PtCl{Me2N-(CH2)3N=CH(2-OMe,3,4-F2C6H)}] (3g). The absorption and emission spectra were also studied for the [C,N,N′]-cyclometalated platinum(II) compounds, and all of the compounds were emissive in the solid state and in dichloromethane solution at room temperature (compounds 3) or at 77 K (compounds 4). The size of the [N,N′]-chelate ring and the number and position of the substituents in the aryl ring modulate the intensity and the energy of the emission.American Chemical Society2020202020142020info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersion33 p.application/pdfapplication/pdfhttps://hdl.handle.net/2445/165280Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésVersió postprint del document publicat a: https://doi.org/10.1021/om401111tOrganometallics, 2014, vol. 33, num. 2, p. 561-570https://doi.org/10.1021/om401111t(c) American Chemical Society , 2014info:eu-repo/semantics/openAccessoai:recercat.cat:2445/1652802026-05-29T05:05:01Z
dc.title.none.fl_str_mv Platinum(II) compounds containing cyclometalated tridentate ligands: Synthesis, luminescence studies, and a selective fluoro for methoxy substitution
title Platinum(II) compounds containing cyclometalated tridentate ligands: Synthesis, luminescence studies, and a selective fluoro for methoxy substitution
spellingShingle Platinum(II) compounds containing cyclometalated tridentate ligands: Synthesis, luminescence studies, and a selective fluoro for methoxy substitution
Gandioso, Albert
Platí
Lligands
Estructura molecular
Platinum
Ligands
Molecular structure
title_short Platinum(II) compounds containing cyclometalated tridentate ligands: Synthesis, luminescence studies, and a selective fluoro for methoxy substitution
title_full Platinum(II) compounds containing cyclometalated tridentate ligands: Synthesis, luminescence studies, and a selective fluoro for methoxy substitution
title_fullStr Platinum(II) compounds containing cyclometalated tridentate ligands: Synthesis, luminescence studies, and a selective fluoro for methoxy substitution
title_full_unstemmed Platinum(II) compounds containing cyclometalated tridentate ligands: Synthesis, luminescence studies, and a selective fluoro for methoxy substitution
title_sort Platinum(II) compounds containing cyclometalated tridentate ligands: Synthesis, luminescence studies, and a selective fluoro for methoxy substitution
dc.creator.none.fl_str_mv Gandioso, Albert
Valle-Sistac, J.
Rodríguez Raurell, Laura
Crespo Vicente, Margarita Ma.
Font Bardia, Ma. Mercedes
author Gandioso, Albert
author_facet Gandioso, Albert
Valle-Sistac, J.
Rodríguez Raurell, Laura
Crespo Vicente, Margarita Ma.
Font Bardia, Ma. Mercedes
author_role author
author2 Valle-Sistac, J.
Rodríguez Raurell, Laura
Crespo Vicente, Margarita Ma.
Font Bardia, Ma. Mercedes
author2_role author
author
author
author
dc.subject.none.fl_str_mv Platí
Lligands
Estructura molecular
Platinum
Ligands
Molecular structure
topic Platí
Lligands
Estructura molecular
Platinum
Ligands
Molecular structure
description Two series of potentially tridentate ligands of formula ArCH=N(CH2)2NMe2 and ArCH=N(CH2)3NMe2 (Ar = C6H5, 2-FC6H4, 4-FC6H4, 2,3,4-F3C6H2) were used to prepare [C,N,N′]-cyclometalated platinum compounds containing either a chloro or a methyl ancillary ligand. The synthesis of the compounds [PtCl{Me2N(CH2)xN=CHR}] (3a−h), via the corresponding compounds [PtCl2{Me2N(CH2)xN=CHAr}] (2), requires drastic conditions and proceeds more easily for ligands derived from N,N-dimethylpropylenediamine (x = 3). Along the process, an unexpected selective nucleophilic substitution of a fluoro for a methoxy substituent took place at the aryl ring for ligands 2,3,4-F3C6H2CH=N(CH2)xNMe2. The syntheses of compounds [PtMe{Me2N(CH2)xN=CHR}] (4a−h) using [Pt2Me4(μ-SMe2)2] as a precursor took place for all ligands under relatively mild conditions. All compounds were fully characterized, including molecular structure determination for [PtCl{Me2N(CH2)3N=CH(4-FC6H3)}] (3b) and [PtCl{Me2N-(CH2)3N=CH(2-OMe,3,4-F2C6H)}] (3g). The absorption and emission spectra were also studied for the [C,N,N′]-cyclometalated platinum(II) compounds, and all of the compounds were emissive in the solid state and in dichloromethane solution at room temperature (compounds 3) or at 77 K (compounds 4). The size of the [N,N′]-chelate ring and the number and position of the substituents in the aryl ring modulate the intensity and the energy of the emission.
publishDate 2014
dc.date.none.fl_str_mv 2014
2020
2020
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://hdl.handle.net/2445/165280
url https://hdl.handle.net/2445/165280
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Versió postprint del document publicat a: https://doi.org/10.1021/om401111t
Organometallics, 2014, vol. 33, num. 2, p. 561-570
https://doi.org/10.1021/om401111t
dc.rights.none.fl_str_mv (c) American Chemical Society , 2014
info:eu-repo/semantics/openAccess
rights_invalid_str_mv (c) American Chemical Society , 2014
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 33 p.
application/pdf
application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada)
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,812429

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