Multicomponent reactions mediated by NbCl5 for the synthesis of phthalonitrile-quinoline dyads: Methodology, scope, mechanistic insights and applications in phthalocyanine synthesis

Nenhuma Miniatura disponível
Data
2018-04-01
Autores
Bartolomeu, Aloisio de A.
Brocksom, Timothy J.
da Silva Filho, Luiz C. [UNESP]
de Oliveira, Kleber T.
Título da Revista
ISSN da Revista
Título de Volume
Editor
Resumo
Herein, we demonstrate the efficiency of NbCl5 to promote a multicomponent reaction (MCR) for the synthesis of a library of phthalonitrile-quinoline dyads, which are very useful and new functionalized building blocks for phthalocyanine (PC) synthesis. Experimental mechanistic insights on the key MCR process are described, using a deuterated reagent, clearly showing the pericyclic nature of a hetero-Diels-Alder reaction. Examples of phthalocyanine (PC) syntheses were performed in order to demonstrate the versatility of the phthalonitrile-quinoline dyads. Preliminary photophysical measurements show that our phthalonitrile library is very promising for the production of new molecular scaffolds of PC derivatives with potential applications.
Descrição
Palavras-chave
Multicomponent reactions, NbCl5, Phthalocyanines, Phthalonitrile-quinoline dyads
Como citar
Dyes and Pigments, v. 151, p. 391-402.
Coleções