Photooxidation of anthracene under visible light with metallocarboxyphenylporphyrins/Fotooxidación de antraceno bajo luz visible con metalocarboxifenilporfirinas

In this work, metallocarboxyphenylporphyrins (TcPP-M, M= Cu y Zn) and metal-free carboxyphenylporphyrin (TcPPH) have been synthesized and their efficiency in the photooxidation of anthracene under visible light (λ> 500 nm) through generation of oxygen singlet (^sup 1^O^sub 2^) has been evaluated....

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Published in:Revista Facultad de Ingeniería 2014-12 (73), p.225-225
Main Authors: Díaz-Uribe, Carlos Enrique, Vallejo-Lozada, William Andrés, Martínez-Ortega, Fernando
Format: Article
Language:eng ; spa
Subjects:
Anthracene
Anthraquinones
Conversion
Electron paramagnetic resonance
Oxidation
Photooxidation
Porphyrins
Radicals
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Vallejo-Lozada, William Andrés
Martínez-Ortega, Fernando
description In this work, metallocarboxyphenylporphyrins (TcPP-M, M= Cu y Zn) and metal-free carboxyphenylporphyrin (TcPPH) have been synthesized and their efficiency in the photooxidation of anthracene under visible light (λ> 500 nm) through generation of oxygen singlet (^sup 1^O^sub 2^) has been evaluated. ^sup 1^O^sub 2^ was detected by Electron Paramagnetic Resonance (EPR), where it reacts with 2,2,6,6-tetramethyl-4-piperidone-N (TEMP) to produce 2,2,6,6-tetramethyl- 4-piperidone-N-oxyl radical (TEMPO). The catalytic results indicated that the incorporation of the metal in the porphyrin ring strongly affects their efficiency on the anthracene oxidation. The TcPPH showed a higher photonic efficiency (31%) in the anthracene conversion than TcPPZn (13%) and TcPPCu (9%). This result may be related to the disruption of the planarity of the porphyrin ring. Finally, the formation of anthraquinone and oxanthrone was detected as the oxidation products in the anthracene reaction with 1O2.
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500 nm) through generation of oxygen singlet (^sup 1^O^sub 2^) has been evaluated. ^sup 1^O^sub 2^ was detected by Electron Paramagnetic Resonance (EPR), where it reacts with 2,2,6,6-tetramethyl-4-piperidone-N (TEMP) to produce 2,2,6,6-tetramethyl- 4-piperidone-N-oxyl radical (TEMPO). 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subjects Anthracene
Anthraquinones
Conversion
Electron paramagnetic resonance
Oxidation
Photooxidation
Porphyrins
Radicals
title Photooxidation of anthracene under visible light with metallocarboxyphenylporphyrins/Fotooxidación de antraceno bajo luz visible con metalocarboxifenilporfirinas
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