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Efficient oxidations and photooxidations with molecular oxygen using metal phthalocyanines as catalysts and photocatalysts

Dieter Wöhrle

Institute of Organic and Macromolecular Chemistry, University of Bremen, P.O. Box 330 440, 28334 Bremen, Germany

Corresponding author.

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Olga Suvorova

Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhnii Novgorod, Russia

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Robert Gerdes

Institute of Organic and Macromolecular Chemistry, University of Bremen, P.O. Box 330 440, 28334 Bremen, Germany

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Oliver Bartels

Institute of Organic and Macromolecular Chemistry, University of Bremen, P.O. Box 330 440, 28334 Bremen, Germany

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Lukasz Lapok

Institute of Organic and Macromolecular Chemistry, University of Bremen, P.O. Box 330 440, 28334 Bremen, Germany

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Natalia Baziakina

Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhnii Novgorod, Russia

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Serguei Makarov

Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhnii Novgorod, Russia

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, and

Aneta Slodek

Institute of Organic and Macromolecular Chemistry, University of Bremen, P.O. Box 330 440, 28334 Bremen, Germany

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https://doi.org/10.1142/S1088424604000398Cited by:156 (Source: Crossref)

Abstract

Metal phthalocyanines can be very efficient as catalysts and photocatalysts in oxidation reactions using molecular oxygen as oxidant. Different types of soluble low molecular weight or oligomeric and insoluble heterogeneous catalysts and photocatalysts were developed. The heterogeneous metal phthalocyanines exist either impregnated on SiO₂, Al₂O₃, charcoal and TiO₂ or covalently and coordinatively bound on SiO₂ and organic polymers or ionically bound on an organic ion exchanger. The catalytic oxidations of toxic sulfide and thiol derivative are studied. In addition, toxic phenols were employed as substrates for the photooxidation. Heterogeneous catalysts can exhibit higher activities then low molecular weight phthalocyanines. These systems exhibit a good stability for re-use. Photooxidations are more efficient than oxidations. A Si(IV) phthalocyanine derivative on a polymer ion exchanger is most active and stable. Also some examples for photooxidations in the direction of photochemical synthesis are given.

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