Open AccessSíntese e caracterização de uma nova meso-porfirina e derivados metalados
Author(s) -
Paulo Cesar Bega,
Jacqueline Aparecida Marques
Publication year - 2013
Publication title -
semina. ciências exatas e tecnológicas
Language(s) - English
Resource type - Journals
eISSN - 1679-0375
pISSN - 1676-5451
DOI - 10.5433/1679-0375.2013v34n2p171
Subject(s) - porphyrin , chemistry , pyrrole , alkylation , aldehyde , catalysis , manganese , polymer chemistry , electron paramagnetic resonance , organic chemistry , medicinal chemistry , physics , nuclear magnetic resonance
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