Facile Synthesis and Photophysical Characterization of New Quinoline Dyes

Detalhes bibliográficos
Autor(a) principal: Santos, Giovanny Carvalho dos [UNESP]
Data de Publicação: 2017
Outros Autores: de Andrade Bartolomeu, Aloisio [UNESP], Ximenes, Valdecir Farias [UNESP], da Silva-Filho, Luiz Carlos [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1007/s10895-016-1954-5
http://hdl.handle.net/11449/173703
Resumo: This paper describes the synthesis of new quinoline derivatives, molecules that has been long interest in the organic and medicinal chemistry. Through the Multicomponent Reaction (MCR), an important tool in modern synthetic methodology, that generate products with good structural complexity, in addition to economy of atoms and selectivity, we provide easy access to the preparation of quinoline derivatives. The reactions were promoted by niobium pentachloride, as a Lewis acid. Subsequently, the synthesis of new aminoquinoline derivatives with good yields was performed using Pd/C and hydrazine. The photophysical investigations of quinoline derivatives show the substituent effect on the optical properties characterization was done by absorption and photoluminescence measurements with quantum yields of up to 83 %, the presence of the amino group at position 6 at the quinoline backbone was crucial for obtaining these increased quantum yields. Results show that these molecules may have potential use for a variety of applications and mainly attracts attention because of its wide potential of applicability in optoelectronic devices.
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spelling Facile Synthesis and Photophysical Characterization of New Quinoline DyesFluorescence quantum yieldsMulticomponent reactionsNiobium pentachloridePhotoluminescenceQuinoline derivativesThis paper describes the synthesis of new quinoline derivatives, molecules that has been long interest in the organic and medicinal chemistry. Through the Multicomponent Reaction (MCR), an important tool in modern synthetic methodology, that generate products with good structural complexity, in addition to economy of atoms and selectivity, we provide easy access to the preparation of quinoline derivatives. The reactions were promoted by niobium pentachloride, as a Lewis acid. Subsequently, the synthesis of new aminoquinoline derivatives with good yields was performed using Pd/C and hydrazine. The photophysical investigations of quinoline derivatives show the substituent effect on the optical properties characterization was done by absorption and photoluminescence measurements with quantum yields of up to 83 %, the presence of the amino group at position 6 at the quinoline backbone was crucial for obtaining these increased quantum yields. Results show that these molecules may have potential use for a variety of applications and mainly attracts attention because of its wide potential of applicability in optoelectronic devices.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Laboratory of Organic Synthesis and Processes (LOSP) Department of Chemistry Faculty of Sciences São Paulo State University (UNESP), 17033-360, BauruLaboratory of Organic Synthesis and Processes (LOSP) Department of Chemistry Faculty of Sciences São Paulo State University (UNESP), 17033-360, BauruFAPESP: 2012/24199-8FAPESP: 2013/08697-0FAPESP: 2015/01599-1FAPESP: 2016/01599-1CNPq: 302753/2015-0Universidade Estadual Paulista (Unesp)Santos, Giovanny Carvalho dos [UNESP]de Andrade Bartolomeu, Aloisio [UNESP]Ximenes, Valdecir Farias [UNESP]da Silva-Filho, Luiz Carlos [UNESP]2018-12-11T17:07:22Z2018-12-11T17:07:22Z2017-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article271-280application/pdfhttp://dx.doi.org/10.1007/s10895-016-1954-5Journal of Fluorescence, v. 27, n. 1, p. 271-280, 2017.1053-0509http://hdl.handle.net/11449/17370310.1007/s10895-016-1954-52-s2.0-849927458232-s2.0-84992745823.pdfScopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal of Fluorescence0,391info:eu-repo/semantics/openAccess2023-11-14T06:08:36Zoai:repositorio.unesp.br:11449/173703Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462023-11-14T06:08:36Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Facile Synthesis and Photophysical Characterization of New Quinoline Dyes
title Facile Synthesis and Photophysical Characterization of New Quinoline Dyes
spellingShingle Facile Synthesis and Photophysical Characterization of New Quinoline Dyes
Santos, Giovanny Carvalho dos [UNESP]
Fluorescence quantum yields
Multicomponent reactions
Niobium pentachloride
Photoluminescence
Quinoline derivatives
title_short Facile Synthesis and Photophysical Characterization of New Quinoline Dyes
title_full Facile Synthesis and Photophysical Characterization of New Quinoline Dyes
title_fullStr Facile Synthesis and Photophysical Characterization of New Quinoline Dyes
title_full_unstemmed Facile Synthesis and Photophysical Characterization of New Quinoline Dyes
title_sort Facile Synthesis and Photophysical Characterization of New Quinoline Dyes
author Santos, Giovanny Carvalho dos [UNESP]
author_facet Santos, Giovanny Carvalho dos [UNESP]
de Andrade Bartolomeu, Aloisio [UNESP]
Ximenes, Valdecir Farias [UNESP]
da Silva-Filho, Luiz Carlos [UNESP]
author_role author
author2 de Andrade Bartolomeu, Aloisio [UNESP]
Ximenes, Valdecir Farias [UNESP]
da Silva-Filho, Luiz Carlos [UNESP]
author2_role author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Santos, Giovanny Carvalho dos [UNESP]
de Andrade Bartolomeu, Aloisio [UNESP]
Ximenes, Valdecir Farias [UNESP]
da Silva-Filho, Luiz Carlos [UNESP]
dc.subject.por.fl_str_mv Fluorescence quantum yields
Multicomponent reactions
Niobium pentachloride
Photoluminescence
Quinoline derivatives
topic Fluorescence quantum yields
Multicomponent reactions
Niobium pentachloride
Photoluminescence
Quinoline derivatives
description This paper describes the synthesis of new quinoline derivatives, molecules that has been long interest in the organic and medicinal chemistry. Through the Multicomponent Reaction (MCR), an important tool in modern synthetic methodology, that generate products with good structural complexity, in addition to economy of atoms and selectivity, we provide easy access to the preparation of quinoline derivatives. The reactions were promoted by niobium pentachloride, as a Lewis acid. Subsequently, the synthesis of new aminoquinoline derivatives with good yields was performed using Pd/C and hydrazine. The photophysical investigations of quinoline derivatives show the substituent effect on the optical properties characterization was done by absorption and photoluminescence measurements with quantum yields of up to 83 %, the presence of the amino group at position 6 at the quinoline backbone was crucial for obtaining these increased quantum yields. Results show that these molecules may have potential use for a variety of applications and mainly attracts attention because of its wide potential of applicability in optoelectronic devices.
publishDate 2017
dc.date.none.fl_str_mv 2017-01-01
2018-12-11T17:07:22Z
2018-12-11T17:07:22Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1007/s10895-016-1954-5
Journal of Fluorescence, v. 27, n. 1, p. 271-280, 2017.
1053-0509
http://hdl.handle.net/11449/173703
10.1007/s10895-016-1954-5
2-s2.0-84992745823
2-s2.0-84992745823.pdf
url http://dx.doi.org/10.1007/s10895-016-1954-5
http://hdl.handle.net/11449/173703
identifier_str_mv Journal of Fluorescence, v. 27, n. 1, p. 271-280, 2017.
1053-0509
10.1007/s10895-016-1954-5
2-s2.0-84992745823
2-s2.0-84992745823.pdf
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Journal of Fluorescence
0,391
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 271-280
application/pdf
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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