Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/44212
Título: | Synthesis of pi-conjugated systems bearing thiophene and pyrrole heterocycles through palladium catalyzed cross-coupling reactions. |
Autor(es): | Castro, M. Castro, M. C. R. Raposo, M. Manuela M. |
Palavras-chave: | pi-Conjugated systems Formyl-substituted (bi)thienylpyrroles Thiophene Pyrrole Suzuki-Miyaura coupling Stille coupling Decarboxylative coupling UV-vis spectroscopy Nonlinear optical (NLO) precursors Stifle coupling p-Conjugated systems |
Data: | 2016 |
Editora: | Elsevier 1 |
Revista: | Tetrahedron |
Citação: | 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 |
Resumo(s): | 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. |
Tipo: | Artigo |
URI: | https://hdl.handle.net/1822/44212 |
DOI: | 10.1016/j.tet.2016.02.054 |
ISSN: | 0040-4020 |
Versão da editora: | http://dx.doi.org/10.1016/j.tet.2016.02.054 |
Arbitragem científica: | yes |
Acesso: | Acesso aberto |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
---|---|---|---|---|
Tetrahedron 72 (2016), pp. 1881-1887.pdf | 582,25 kB | Adobe PDF | Ver/Abrir |