Synthesis and characterization of a novel meso-porphyrin and its metallo derivatives

There has been a growing interest in the properties of substituted meso-tetraarylporphyrins and metallo porphyrins as catalysts for oxidation of hydrocarbons, oxygen detection, among others. This work describes the synthesis of a new porphyrin, 5,10,15,20-tetrakis(4-butoxy-3-methoxyphenyl)porphyrin,...

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Detalles Bibliográficos
Autores: Bega, Paulo Cesar, Marques, Jacqueline Aparecida
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2014
País:Brasil
Institución:Universidade Estadual de Londrina (UEL)
Repositorio:Revista Semina: Ciências Exatas e Tecnológicas (Online)
Idioma:portugués
OAI Identifier:oai:ojs2.ojs.uel.br:article/13219
Acceso en línea:https://ojs.uel.br/revistas/uel/index.php/semexatas/article/view/13219
Access Level:acceso abierto
Palabra clave:Synthesis
Non polar porphyrin
Metallo porphyrins
Vanillin
Síntese
Porfirina apolar
Metalo porfirinas
Vanilina
Química
Descripción
Sumario:There has been a growing interest in the properties of substituted meso-tetraarylporphyrins and metallo porphyrins as catalysts for oxidation of hydrocarbons, oxygen detection, among others. This work describes the synthesis of a new porphyrin, 5,10,15,20-tetrakis(4-butoxy-3-methoxyphenyl)porphyrin, and its metallo complexes. Herein it was used a readily available reactant, vanillin, as starting material which was submitted to alkylation with n-bromobutane affording the synthetic precursor. The desired porphyrin was obtained by reacting the O-alkylated aldehyde with pyrrole in the presence of propionic acid (Alder-Longo method). The purified porphyrin was then subjected to the metallation process using iron (II) and manganese (II) salts. The synthesized compounds were characterized by IR, UV-Vis, NMR and EPR spectroscopy.