Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/44212
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Campo DC | Valor | Idioma |
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dc.contributor.author | Castro, M. | por |
dc.contributor.author | Castro, M. C. R. | por |
dc.contributor.author | Raposo, M. Manuela M. | por |
dc.date.accessioned | 2017-01-09T11:35:28Z | - |
dc.date.issued | 2016 | - |
dc.date.submitted | 2015 | - |
dc.identifier.citation | Cidalia, M., Castro, R., Manuela, M., & Raposo, M. (2016). Synthesis of pi-conjugated systems bearing thiophene and pyrrole heterocycles through palladium catalyzed cross-coupling reactions. Tetrahedron, 72(15), 1881-1887. doi: 10.1016/j.tet.2016.02.054 | por |
dc.identifier.issn | 0040-4020 | por |
dc.identifier.uri | https://hdl.handle.net/1822/44212 | - |
dc.description.abstract | A series of thienylpyrroles and bithienylpyrroles together with their formyl derivatives 5aed were synthesized using commercially or readily available coupling components, through three different palladium catalyzed cross-coupling reactions (Suzuki-Miyaura, Stille and decarboxylative coupling). The synthesis of compounds 5 via the Suzuki-Miyaura reaction produced the title compounds in better yields than the other coupling reactions, while, decarboxylative coupling resulted in the lower yields. UV-visible and 1H NMR studies confirm the existence of significant intramolecular charge transfer (ICT) from the donor pyrrole heterocycle to the acceptor group and a high polarizability of the whole pi-conjugated systems. Together these characteristics indicate their strong potential as versatile precursors for the preparation of push-pull heterocyclic compounds for optical applications. | por |
dc.description.sponsorship | The authors thank the Fundação para a Ciência e Tecnologia (Portugal) and FEDER-COMPETE for financial support through the Centro de Química – Universidade do Minho, Projects PTDC/QUI/66251/2006 (FCOMP-01-0124-FEDER-007429), CQ/UM PEst-C/QUI/UI0686/2013 (FCOMP-01-0124-FEDER-037302) and a PhD grant to M. C. R. Castro (SFRH/BD/78037/2011). The NMR spectrometer Bruker Avance III 400 is part of the National NMR Network and was purchased within the framework of the National Program for Scientific Re-equipment, with funds from FCT. | por |
dc.language.iso | eng | por |
dc.publisher | Elsevier 1 | por |
dc.relation | info:eu-repo/grantAgreement/FCT/5876-PPCDTI/66251/PT | por |
dc.relation | info:eu-repo/grantAgreement/FCT/COMPETE/132953/PT | por |
dc.relation | info:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBD%2F78037%2F2011/PT | por |
dc.rights | openAccess | - |
dc.subject | pi-Conjugated systems | por |
dc.subject | Formyl-substituted (bi)thienylpyrroles | por |
dc.subject | Thiophene | por |
dc.subject | Pyrrole | por |
dc.subject | Suzuki-Miyaura coupling | por |
dc.subject | Stille coupling | por |
dc.subject | Decarboxylative coupling | por |
dc.subject | UV-vis spectroscopy | por |
dc.subject | Nonlinear optical (NLO) precursors | por |
dc.subject | Stifle coupling | por |
dc.subject | p-Conjugated systems | por |
dc.title | Synthesis of pi-conjugated systems bearing thiophene and pyrrole heterocycles through palladium catalyzed cross-coupling reactions. | por |
dc.type | article | por |
dc.peerreviewed | yes | por |
dc.relation.publisherversion | http://dx.doi.org/10.1016/j.tet.2016.02.054 | por |
sdum.publicationstatus | info:eu-repo/semantics/publishedVersion | por |
oaire.citationStartPage | 1881 | por |
oaire.citationEndPage | 1887 | por |
oaire.citationIssue | 15 | por |
oaire.citationTitle | Tetrahedron | por |
oaire.citationVolume | 72 | por |
dc.identifier.doi | 10.1016/j.tet.2016.02.054 | por |
dc.subject.fos | Ciências Naturais::Ciências Químicas | por |
dc.subject.wos | Science & Technology | por |
sdum.journal | Tetrahedron | por |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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Tetrahedron 72 (2016), pp. 1881-1887.pdf | 582,25 kB | Adobe PDF | Ver/Abrir |