Synthesis of 5-aryl-5´-formyl-2,2´-bithiophenes as new precursors for nonlinear optical (NLO) materials
Autor(a) principal: | |
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Data de Publicação: | 2009 |
Outros Autores: | , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/1822/10645 |
Resumo: | A series of formyl-substituted 5-aryl-2,2´-bithiophenes 5 were synthesized using two different methods: Vilsmeier-Haack-Arnold reaction (VHA) or through Suzuki coupling. The synthesis of compounds 5 through the Vilsmeier-Haack-Arnold reaction, starting from inexpensive and easily available precursors such as acetophenones, gave the title compounds in low yields after four reaction steps. On the other hand Suzuki coupling of functionalized aryl boronic acids 7 and the 5-bromo-5´-formyl-2,2´-bithiophene 6 gave compounds 5 in good yields in only one step. |
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Synthesis of 5-aryl-5´-formyl-2,2´-bithiophenes as new precursors for nonlinear optical (NLO) materialsSynthesisVilsmeier-Haack-Arnold (VHA) formylationChloroformylationSuzuki couplingAldehydesFormyl-substituted aryl-bithiophenesπ-conjugated systemsUV-visible spectroscopyNonlinear optical (NLO) precursorsUV-vis spectroscopyp-Conjugated systemsVilsmeier-Haack-Arnold (VHA) chloroformylationScience & TechnologyA series of formyl-substituted 5-aryl-2,2´-bithiophenes 5 were synthesized using two different methods: Vilsmeier-Haack-Arnold reaction (VHA) or through Suzuki coupling. The synthesis of compounds 5 through the Vilsmeier-Haack-Arnold reaction, starting from inexpensive and easily available precursors such as acetophenones, gave the title compounds in low yields after four reaction steps. On the other hand Suzuki coupling of functionalized aryl boronic acids 7 and the 5-bromo-5´-formyl-2,2´-bithiophene 6 gave compounds 5 in good yields in only one step.Fundação para a Ciência e a Tecnologia (FCT)ElsevierUniversidade do MinhoHerbivo, CyrilComel, AlainKirsch, G.Raposo, M. Manuela M.2009-01-082009-01-08T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfapplication/pdfhttp://hdl.handle.net/1822/10645eng"Terahedron". ISSN 0040-4039. 65:10 (Jan. 2009) 2079-2086.0040-403910.1016/j.tet.2008.12.078info: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:RCAAP2023-07-21T12:37:21Zoai:repositorium.sdum.uminho.pt:1822/10645Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T19:33:37.856129Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Synthesis of 5-aryl-5´-formyl-2,2´-bithiophenes as new precursors for nonlinear optical (NLO) materials |
title |
Synthesis of 5-aryl-5´-formyl-2,2´-bithiophenes as new precursors for nonlinear optical (NLO) materials |
spellingShingle |
Synthesis of 5-aryl-5´-formyl-2,2´-bithiophenes as new precursors for nonlinear optical (NLO) materials Herbivo, Cyril Synthesis Vilsmeier-Haack-Arnold (VHA) formylation Chloroformylation Suzuki coupling Aldehydes Formyl-substituted aryl-bithiophenes π-conjugated systems UV-visible spectroscopy Nonlinear optical (NLO) precursors UV-vis spectroscopy p-Conjugated systems Vilsmeier-Haack-Arnold (VHA) chloroformylation Science & Technology |
title_short |
Synthesis of 5-aryl-5´-formyl-2,2´-bithiophenes as new precursors for nonlinear optical (NLO) materials |
title_full |
Synthesis of 5-aryl-5´-formyl-2,2´-bithiophenes as new precursors for nonlinear optical (NLO) materials |
title_fullStr |
Synthesis of 5-aryl-5´-formyl-2,2´-bithiophenes as new precursors for nonlinear optical (NLO) materials |
title_full_unstemmed |
Synthesis of 5-aryl-5´-formyl-2,2´-bithiophenes as new precursors for nonlinear optical (NLO) materials |
title_sort |
Synthesis of 5-aryl-5´-formyl-2,2´-bithiophenes as new precursors for nonlinear optical (NLO) materials |
author |
Herbivo, Cyril |
author_facet |
Herbivo, Cyril Comel, Alain Kirsch, G. Raposo, M. Manuela M. |
author_role |
author |
author2 |
Comel, Alain Kirsch, G. Raposo, M. Manuela M. |
author2_role |
author author author |
dc.contributor.none.fl_str_mv |
Universidade do Minho |
dc.contributor.author.fl_str_mv |
Herbivo, Cyril Comel, Alain Kirsch, G. Raposo, M. Manuela M. |
dc.subject.por.fl_str_mv |
Synthesis Vilsmeier-Haack-Arnold (VHA) formylation Chloroformylation Suzuki coupling Aldehydes Formyl-substituted aryl-bithiophenes π-conjugated systems UV-visible spectroscopy Nonlinear optical (NLO) precursors UV-vis spectroscopy p-Conjugated systems Vilsmeier-Haack-Arnold (VHA) chloroformylation Science & Technology |
topic |
Synthesis Vilsmeier-Haack-Arnold (VHA) formylation Chloroformylation Suzuki coupling Aldehydes Formyl-substituted aryl-bithiophenes π-conjugated systems UV-visible spectroscopy Nonlinear optical (NLO) precursors UV-vis spectroscopy p-Conjugated systems Vilsmeier-Haack-Arnold (VHA) chloroformylation Science & Technology |
description |
A series of formyl-substituted 5-aryl-2,2´-bithiophenes 5 were synthesized using two different methods: Vilsmeier-Haack-Arnold reaction (VHA) or through Suzuki coupling. The synthesis of compounds 5 through the Vilsmeier-Haack-Arnold reaction, starting from inexpensive and easily available precursors such as acetophenones, gave the title compounds in low yields after four reaction steps. On the other hand Suzuki coupling of functionalized aryl boronic acids 7 and the 5-bromo-5´-formyl-2,2´-bithiophene 6 gave compounds 5 in good yields in only one step. |
publishDate |
2009 |
dc.date.none.fl_str_mv |
2009-01-08 2009-01-08T00:00:00Z |
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/1822/10645 |
url |
http://hdl.handle.net/1822/10645 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
"Terahedron". ISSN 0040-4039. 65:10 (Jan. 2009) 2079-2086. 0040-4039 10.1016/j.tet.2008.12.078 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf 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 |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
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1799132855204315136 |