Synthesis and characterization of some unsymmetrically-substituted mesoporphyrinic mono-hydroxyphenyl complexes of copper(II)

A series of four copper(II) complexes, with porphyrinic ligands: 5,10,15,20-tetrakis- phenyl-21,23-H-porphine (TPP), 5-(4-hydroxyphenyl)-10,15,20-tri-phenyl-21,23-H-porphine (TPPOHp), 5-(3-hydroxyphenyl)-10,15,20-tri-phenyl-21,23-H-porphine (TPPOHm), 5-(2-hydroxyphenyl)-10,15,20-tri-phenyl-21,23-H-p...

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Published inPolish journal of chemistry Vol. 82; no. 3; pp. 509 - 521
Main Authors Boscencu, R., Socoteanu, R., Oliveira, A. Sousa, Ferreira, L. F. Vieira, Nacea, V., Patrinoiu, G.
Format Journal Article
LanguageEnglish
Published WARSAW Polish Chemical Soc 01.03.2008
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
sensitizers for photodynamic therapy
molecular absorption coefficients
SQUARYLIUM CYANINE DYES
PHOTODYNAMIC THERAPY
PORPHYRINS
PHOTOSENSITIZERS
MECHANISMS
Cu(II) porphyrin complexes
LUMINESCENCE
FTIR
SINGLET OXYGEN GENERATION
STRUCTURAL MODIFICATIONS
asymmetric porphyrins
DERIVATIVES
EFFICIENCY
EPR and UV-Vis spectroscopy
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Summary:A series of four copper(II) complexes, with porphyrinic ligands: 5,10,15,20-tetrakis- phenyl-21,23-H-porphine (TPP), 5-(4-hydroxyphenyl)-10,15,20-tri-phenyl-21,23-H-porphine (TPPOHp), 5-(3-hydroxyphenyl)-10,15,20-tri-phenyl-21,23-H-porphine (TPPOHm), 5-(2-hydroxyphenyl)-10,15,20-tri-phenyl-21,23-H-porphine (TPPOHo), were synthesized in a 1: 1 molar ratio and characterized by elemental analysis, FTIR, EPR, and UV-Vis spectroscopies. In all cases, the free-base porphrin operated as tetradentate ligands through the four pyrrole nitrogen atoms. Elemental analysis, EPP, FTIR and UV-Vis fully confirmed the structure of the complexes. Finally, UV-Vis showed that the spectral absorption of the four complexes was blue shifted by about 50 nm compared to that of the metal-free ligands.
ISSN:0137-5083