One-pot synthesis of new isatin-porphyrin conjugates by the palladium Buchwald-Hartwig methodology involving beta-aminoporphyrinatonickel(II) and 3-ketal isatin derivatives

• Tipo: Artigo em Revista Científica Internacional
• Data: 2017

Autores

Pereira, AMVM (Autor) FEUP; Lacerda, PSS (Autor) Outra; Silva, BNM (Autor) Outra; Neves, MGPMS (Autor) Outra; Silva, AMS (Autor) Outra; Silva, BV (Autor) Outra; da Silva, FC (Autor) Outra; Ferreira, VF (Autor) Outra; Pinto, AC (Autor) Outra; Cavaleiro, JAS (Autor) Outra

Revista

Título: Dyes and Pigments

Vol. 139

Páginas: 247-254

ISSN: 0143-7208

Editora: Elsevier

Indexação

ISI Web of Knowledge - 3 Citações

Scopus - 9 Citações

Outras Informações

ID Authenticus: P-00M-J92

DOI: 10.1016/j.dyepig.2016.12.010

Abstract (EN): A simple methodology giving rise to a new series of isatin-porphyrin conjugates and corresponding intracyclized derivatives is described. Palladium-catalyzed amination reactions of iodinated isatin derivatives containing the 3-carbonyl group protected with ketal functionalities and 2-amino-5,10,15,20-tetraphenylporphyrinatonickel(II) was the used procedure. The combination of palladium catalysts and the phosphine ligand dicyclohexylphospino-2',4',6'-triisopropylbiphenyl (XPhos) led to isatin-porphyrin conjugates in good yields. Nevertheless, the use of palladium acetate even resulted on the formation of additional six membered fused ring compounds. This brings a new perspective to access quinolino[2,3,4-at]porphyrins, a set of compounds which are typically obtained by harsh Cadogan or thermal cyclization approaches.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 8