Naphthotriazole derivatives : synthesis and fluorescence properties

Detalhes bibliográficos
Autor(a) principal: Campos, Ana M. F. Oliveira
Data de Publicação: 2010
Outros Autores: Rodrigues, Lígia M., Esteves, Ana Paula, Silva, Marília E., Sivasubramanian, Aravind, Hrdina, Radim, Soares, Graça M. B., Pinto, Tiago A. D., Machalicky, Oldrich
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/1822/12431
Resumo: Eight fluorescent compounds containing a naphthotriazole moiety substituted at position 2 by a (vinylsulfonyl)aryl group or its precursors, containing hydroxyl or sulphonic groups or N-methylglycine, were prepared and characterized. The products were recovered in moderate yields after column chromatography or recrystallization and identified by proton and carbon nuclear magnetic resonance spectroscopy. Double resonance, heteronuclear multiple quantum coherence and heteronuclear multiple bond correlation experiments were carried out for complete assignment of proton and carbon signals. Absorption and emission spectra were obtained, in acetonitrile, for all the compounds and the fluorescence quantum yields determined. All compounds are promising fluorescent probes due to their high fluorescence quantum yields.
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spelling Naphthotriazole derivatives : synthesis and fluorescence propertiesNitrogen heterocyclesNaphthotriazoleVinylsulphoneAzo couplingFluorescence spectraQuantum yield of fluorescenceVinylsulfoneScience & TechnologyEight fluorescent compounds containing a naphthotriazole moiety substituted at position 2 by a (vinylsulfonyl)aryl group or its precursors, containing hydroxyl or sulphonic groups or N-methylglycine, were prepared and characterized. The products were recovered in moderate yields after column chromatography or recrystallization and identified by proton and carbon nuclear magnetic resonance spectroscopy. Double resonance, heteronuclear multiple quantum coherence and heteronuclear multiple bond correlation experiments were carried out for complete assignment of proton and carbon signals. Absorption and emission spectra were obtained, in acetonitrile, for all the compounds and the fluorescence quantum yields determined. All compounds are promising fluorescent probes due to their high fluorescence quantum yields.Research grant VZ MSMT-0021627501, Czech RepublicFundação para a Ciência e a Tecnologia (FCT) - REEQ/ 630/QUI/2005; REDE/1517/RMN/2005FEDER - REEQ/ 630/QUI/2005; REDE/1517/RMN/2005ElsevierUniversidade do MinhoCampos, Ana M. F. OliveiraRodrigues, Lígia M.Esteves, Ana PaulaSilva, Marília E.Sivasubramanian, AravindHrdina, RadimSoares, Graça M. B.Pinto, Tiago A. D.Machalicky, Oldrich20102010-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/1822/12431eng"Dyes and Pigments". ISSN 0143-7208. 87 (2010) 188-193.0143-720810.1016/j.dyepig.2010.03.025www.elsevier.com/locate/dyepiginfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-07-21T12:43:44ZPortal AgregadorONG
dc.title.none.fl_str_mv Naphthotriazole derivatives : synthesis and fluorescence properties
title Naphthotriazole derivatives : synthesis and fluorescence properties
spellingShingle Naphthotriazole derivatives : synthesis and fluorescence properties
Campos, Ana M. F. Oliveira
Nitrogen heterocycles
Naphthotriazole
Vinylsulphone
Azo coupling
Fluorescence spectra
Quantum yield of fluorescence
Vinylsulfone
Science & Technology
title_short Naphthotriazole derivatives : synthesis and fluorescence properties
title_full Naphthotriazole derivatives : synthesis and fluorescence properties
title_fullStr Naphthotriazole derivatives : synthesis and fluorescence properties
title_full_unstemmed Naphthotriazole derivatives : synthesis and fluorescence properties
title_sort Naphthotriazole derivatives : synthesis and fluorescence properties
author Campos, Ana M. F. Oliveira
author_facet Campos, Ana M. F. Oliveira
Rodrigues, Lígia M.
Esteves, Ana Paula
Silva, Marília E.
Sivasubramanian, Aravind
Hrdina, Radim
Soares, Graça M. B.
Pinto, Tiago A. D.
Machalicky, Oldrich
author_role author
author2 Rodrigues, Lígia M.
Esteves, Ana Paula
Silva, Marília E.
Sivasubramanian, Aravind
Hrdina, Radim
Soares, Graça M. B.
Pinto, Tiago A. D.
Machalicky, Oldrich
author2_role author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade do Minho
dc.contributor.author.fl_str_mv Campos, Ana M. F. Oliveira
Rodrigues, Lígia M.
Esteves, Ana Paula
Silva, Marília E.
Sivasubramanian, Aravind
Hrdina, Radim
Soares, Graça M. B.
Pinto, Tiago A. D.
Machalicky, Oldrich
dc.subject.por.fl_str_mv Nitrogen heterocycles
Naphthotriazole
Vinylsulphone
Azo coupling
Fluorescence spectra
Quantum yield of fluorescence
Vinylsulfone
Science & Technology
topic Nitrogen heterocycles
Naphthotriazole
Vinylsulphone
Azo coupling
Fluorescence spectra
Quantum yield of fluorescence
Vinylsulfone
Science & Technology
description Eight fluorescent compounds containing a naphthotriazole moiety substituted at position 2 by a (vinylsulfonyl)aryl group or its precursors, containing hydroxyl or sulphonic groups or N-methylglycine, were prepared and characterized. The products were recovered in moderate yields after column chromatography or recrystallization and identified by proton and carbon nuclear magnetic resonance spectroscopy. Double resonance, heteronuclear multiple quantum coherence and heteronuclear multiple bond correlation experiments were carried out for complete assignment of proton and carbon signals. Absorption and emission spectra were obtained, in acetonitrile, for all the compounds and the fluorescence quantum yields determined. All compounds are promising fluorescent probes due to their high fluorescence quantum yields.
publishDate 2010
dc.date.none.fl_str_mv 2010
2010-01-01T00:00:00Z
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://hdl.handle.net/1822/12431
url http://hdl.handle.net/1822/12431
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv "Dyes and Pigments". ISSN 0143-7208. 87 (2010) 188-193.
0143-7208
10.1016/j.dyepig.2010.03.025
www.elsevier.com/locate/dyepig
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
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reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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