Syntheses, Experimental and Theoretical Studies on Absorption/Emission Properties of Pyrazoline-Containing Aryl/Methoxynaphthyl Substituents
Autor(a) principal: | |
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Data de Publicação: | 2018 |
Outros Autores: | , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000601210 |
Resumo: | 5-Aryl-3-(2-methoxynaphthalen-6-yl)-1-phenylpyrazoline derivatives were synthesized starting from (E)-1-(3-aryl)-(2-methoxynaphthalen-6-yl)-prop-2-en-1-one and phenylhydrazine. The compounds were characterized by 1H and 13C nuclear magnetic resonance (NMR), elemental analyses and mass spectrometry. Some compounds showed promising luminescence properties in solution and in solid state; the absorption and emission characteristics were measured and the fluorescence quantum yield of two of the derivatives [4,5-dihydro-3-(2-methoxynaphthalen-6-yl)-5-(3,4,5-trimethoxyphenyl)-1-phenyl-1 H -pyrazoline and 5-(4-chlorophenyl)-4,5-dihydro-3-(2-methoxynaphthalen-6-yl)-1-phenyl-1 H -pyrazoline] were found to have excellent values compared to rhodamine B standard. Theoretical calculations at time-dependent density functional theory (TD-DFT) level are in agreement with the experimental measurements and are helpful to explain the electronic behavior. |
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Syntheses, Experimental and Theoretical Studies on Absorption/Emission Properties of Pyrazoline-Containing Aryl/Methoxynaphthyl Substituentsluminescence1-naphthalenylpropenoneTD-DFTtriaryl pyrazoline derivatives5-Aryl-3-(2-methoxynaphthalen-6-yl)-1-phenylpyrazoline derivatives were synthesized starting from (E)-1-(3-aryl)-(2-methoxynaphthalen-6-yl)-prop-2-en-1-one and phenylhydrazine. The compounds were characterized by 1H and 13C nuclear magnetic resonance (NMR), elemental analyses and mass spectrometry. Some compounds showed promising luminescence properties in solution and in solid state; the absorption and emission characteristics were measured and the fluorescence quantum yield of two of the derivatives [4,5-dihydro-3-(2-methoxynaphthalen-6-yl)-5-(3,4,5-trimethoxyphenyl)-1-phenyl-1 H -pyrazoline and 5-(4-chlorophenyl)-4,5-dihydro-3-(2-methoxynaphthalen-6-yl)-1-phenyl-1 H -pyrazoline] were found to have excellent values compared to rhodamine B standard. Theoretical calculations at time-dependent density functional theory (TD-DFT) level are in agreement with the experimental measurements and are helpful to explain the electronic behavior.Sociedade Brasileira de Química2018-06-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000601210Journal of the Brazilian Chemical Society v.29 n.6 2018reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20170216info:eu-repo/semantics/openAccessTrilleras,JorgeGonzález-López,EdwinLeón-Jaramillo,JhairPérez-Gamboa,AlfredoPuello-Polo,EsneyderRomo,PabloOrtíz,AlejandroQuiroga,Jairoeng2018-05-18T00:00:00Zoai:scielo:S0103-50532018000601210Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2018-05-18T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Syntheses, Experimental and Theoretical Studies on Absorption/Emission Properties of Pyrazoline-Containing Aryl/Methoxynaphthyl Substituents |
title |
Syntheses, Experimental and Theoretical Studies on Absorption/Emission Properties of Pyrazoline-Containing Aryl/Methoxynaphthyl Substituents |
spellingShingle |
Syntheses, Experimental and Theoretical Studies on Absorption/Emission Properties of Pyrazoline-Containing Aryl/Methoxynaphthyl Substituents Trilleras,Jorge luminescence 1-naphthalenylpropenone TD-DFT triaryl pyrazoline derivatives |
title_short |
Syntheses, Experimental and Theoretical Studies on Absorption/Emission Properties of Pyrazoline-Containing Aryl/Methoxynaphthyl Substituents |
title_full |
Syntheses, Experimental and Theoretical Studies on Absorption/Emission Properties of Pyrazoline-Containing Aryl/Methoxynaphthyl Substituents |
title_fullStr |
Syntheses, Experimental and Theoretical Studies on Absorption/Emission Properties of Pyrazoline-Containing Aryl/Methoxynaphthyl Substituents |
title_full_unstemmed |
Syntheses, Experimental and Theoretical Studies on Absorption/Emission Properties of Pyrazoline-Containing Aryl/Methoxynaphthyl Substituents |
title_sort |
Syntheses, Experimental and Theoretical Studies on Absorption/Emission Properties of Pyrazoline-Containing Aryl/Methoxynaphthyl Substituents |
author |
Trilleras,Jorge |
author_facet |
Trilleras,Jorge González-López,Edwin León-Jaramillo,Jhair Pérez-Gamboa,Alfredo Puello-Polo,Esneyder Romo,Pablo Ortíz,Alejandro Quiroga,Jairo |
author_role |
author |
author2 |
González-López,Edwin León-Jaramillo,Jhair Pérez-Gamboa,Alfredo Puello-Polo,Esneyder Romo,Pablo Ortíz,Alejandro Quiroga,Jairo |
author2_role |
author author author author author author author |
dc.contributor.author.fl_str_mv |
Trilleras,Jorge González-López,Edwin León-Jaramillo,Jhair Pérez-Gamboa,Alfredo Puello-Polo,Esneyder Romo,Pablo Ortíz,Alejandro Quiroga,Jairo |
dc.subject.por.fl_str_mv |
luminescence 1-naphthalenylpropenone TD-DFT triaryl pyrazoline derivatives |
topic |
luminescence 1-naphthalenylpropenone TD-DFT triaryl pyrazoline derivatives |
description |
5-Aryl-3-(2-methoxynaphthalen-6-yl)-1-phenylpyrazoline derivatives were synthesized starting from (E)-1-(3-aryl)-(2-methoxynaphthalen-6-yl)-prop-2-en-1-one and phenylhydrazine. The compounds were characterized by 1H and 13C nuclear magnetic resonance (NMR), elemental analyses and mass spectrometry. Some compounds showed promising luminescence properties in solution and in solid state; the absorption and emission characteristics were measured and the fluorescence quantum yield of two of the derivatives [4,5-dihydro-3-(2-methoxynaphthalen-6-yl)-5-(3,4,5-trimethoxyphenyl)-1-phenyl-1 H -pyrazoline and 5-(4-chlorophenyl)-4,5-dihydro-3-(2-methoxynaphthalen-6-yl)-1-phenyl-1 H -pyrazoline] were found to have excellent values compared to rhodamine B standard. Theoretical calculations at time-dependent density functional theory (TD-DFT) level are in agreement with the experimental measurements and are helpful to explain the electronic behavior. |
publishDate |
2018 |
dc.date.none.fl_str_mv |
2018-06-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000601210 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000601210 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.21577/0103-5053.20170216 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.29 n.6 2018 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318180803280896 |