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Synthesis and Spectral Evaluation of Some Unsymmetrical Mesoporphyrinic Complexes
Faculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, 6 Traian Vuia St., Bucharest 020956, Romania
Molecular Physical Chemistry Center, IN—Institute of Nanoscience and Nanotechnology, Technical University of Lisbon, Av. Rovisco Pais, Lisbon 1049-001, Portugal
School of Technology and Business, Polytechnic Institute of Portalegre, Lugar da Abadessa, Apartado 148, Portalegre 7301-901, Portugal
* Author to whom correspondence should be addressed.
Received: 15 February 2012; in revised form: 13 June 2012 / Accepted: 21 June 2012 / Published: 29 June 2012
Abstract: Synthesis and spectral evaluation of new zinc and copper unsymmetrical mesoporphyrinic complexes are reported. Zn(II)-5-(4-acetoxy-3-methoxyphenyl)-10,15,20-tris-(4-carboxymethylphenyl)porphyrin, Zn(II)-5-[(3,4-methylenedioxy)phenyl]-10,15,20-tris-(4-carboxymethylphenyl)porphyrin, Cu(II)-5-(4-acetoxy-3-methoxyphenyl)-10,15,20-tris-(4-carboxymethylphenyl)porphyrin and Cu(II)-5-[(3,4-methylenedioxy)phenyl]-10,15,20-tris-(4-carboxymethylphenyl)porphyrin were synthesized using microwave-assisted synthesis. The complexes were characterized by elemental analysis, FT-IR, UV-Vis, EPR and NMR spectroscopy, which fully confirmed their structure. The spectral absorption properties of the porphyrinic complexes were studied in solvents with different polarities. Fluorescence emission and singlet oxygen formation quantum yields were evaluated for the compounds under study, revealing high yields for the zinc derivatives. The copper complexes are not emissive and only display residual capacity for singlet oxygen formation.
Keywords: unsymmetrical mesoporphyrinic complexes; microwave-assisted synthesis; solvatochromism; singlet oxygen; fluorescence quantum yields
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MDPI and ACS Style
Boscencu, R.; Oliveira, A.S.; Ferreira, D.P.; Ferreira, L.F.V. Synthesis and Spectral Evaluation of Some Unsymmetrical Mesoporphyrinic Complexes. Int. J. Mol. Sci. 2012, 13, 8112-8125.
Boscencu R, Oliveira AS, Ferreira DP, Ferreira LFV. Synthesis and Spectral Evaluation of Some Unsymmetrical Mesoporphyrinic Complexes. International Journal of Molecular Sciences. 2012; 13(7):8112-8125.
Boscencu, Rica; Oliveira, Anabela Sousa; Ferreira, Diana P.; Ferreira, Luís Filipe Vieira. 2012. "Synthesis and Spectral Evaluation of Some Unsymmetrical Mesoporphyrinic Complexes." Int. J. Mol. Sci. 13, no. 7: 8112-8125.