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Oxidations Catalyzed by Ruthenium Porphyrins

  • Chapter
Metalloporphyrins Catalyzed Oxidations

Part of the book series: Catalysis by Metal Complexes ((CMCO,volume 17))

Abstract

Molecular oxygen is an abundant and inexpensive reagent which can effect a variety of useful oxidation reactions; dioxygen is thus an attractive oxidizing agent and is also highly desirable when environmental requirements are considered. However, due to its biradical nature, dioxygen reacts with organic substrates preferably according to a radical chain mechanism, which generally operates with low selectivity. This radical reaction pathway may be eliminated by activation of the dioxygen through coordination to a metal centre; the coordination is generally followed by transfer of electrons from the metal to the oxygen moiety. In living systems, metalloporphyrin complexes embedded in a protein environment are often responsible for binding and transport of dioxygen, as well as for incorporation of one or two oxygen atoms to the organic substrate via mono-or dioxygenase systems. This former action is effected by a monooxygenase enzyme such as cytochrome P-450 which contains iron protoporphyrin IX as the prosthetic group with an axial thiolate ligand provided by a cysteinyl amino acid residue of the protein. Investigations on the structure and oxidizing ability of cytochrome P-450 as well as on the related biomimetic systems have been extensively developed [1–9]. These protein and model studies have brought about the scheme for P-450 activation of dioxygen by P-450 and related systems, which is depicted in Fig. 1.

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Authors and Affiliations

  1. Institute of Catalysis and Surface Chemistry, Polish Academy of Sciences, University of British Columbia, st. Niezapominajek, 30-239, Krakow, Poland

    Teresa Mlodnicka

  2. Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, Canada, V6T 1Z1

    Brian R. James

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  1. Teresa Mlodnicka
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Editors and Affiliations

  1. University of Milan, Italy

    Fernando Montanari

  2. University of Pavia, Italy

    Luigi Casella

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Mlodnicka, T., James, B.R. (1994). Oxidations Catalyzed by Ruthenium Porphyrins. In: Montanari, F., Casella, L. (eds) Metalloporphyrins Catalyzed Oxidations. Catalysis by Metal Complexes, vol 17. Springer, Dordrecht. https://doi.org/10.1007/978-94-017-2247-6_4

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  • DOI: https://doi.org/10.1007/978-94-017-2247-6_4

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