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Epoxidation of Olefins Catalyzed by a Molecular Iron N-Heterocyclic Carbene Complex: Influence of Reaction Parameters on the Catalytic Activity

Authors

  • Jens W. Kück,

    1. Chair of Inorganic Chemistry/Molecular Catalysis, Catalysis Research Center, Technische Universität München, Ernst-Otto-Fischer Strasse 1, D-85747 Garching bei München (Germany), Fax: (+49) 89-289-13473
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  • Andreas Raba,

    1. Chair of Inorganic Chemistry/Molecular Catalysis, Catalysis Research Center, Technische Universität München, Ernst-Otto-Fischer Strasse 1, D-85747 Garching bei München (Germany), Fax: (+49) 89-289-13473
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  • Iulius I. E. Markovits,

    1. Chair of Inorganic Chemistry/Molecular Catalysis, Catalysis Research Center, Technische Universität München, Ernst-Otto-Fischer Strasse 1, D-85747 Garching bei München (Germany), Fax: (+49) 89-289-13473
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  • Dr. Mirza Cokoja,

    1. Chair of Inorganic Chemistry/Molecular Catalysis, Catalysis Research Center, Technische Universität München, Ernst-Otto-Fischer Strasse 1, D-85747 Garching bei München (Germany), Fax: (+49) 89-289-13473
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  • Prof. Dr. Fritz E. Kühn

    Corresponding author
    1. Chair of Inorganic Chemistry/Molecular Catalysis, Catalysis Research Center, Technische Universität München, Ernst-Otto-Fischer Strasse 1, D-85747 Garching bei München (Germany), Fax: (+49) 89-289-13473
    • Chair of Inorganic Chemistry/Molecular Catalysis, Catalysis Research Center, Technische Universität München, Ernst-Otto-Fischer Strasse 1, D-85747 Garching bei München (Germany), Fax: (+49) 89-289-13473===

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Abstract

The catalytic epoxidation of olefins by an iron(II) complex bearing a tetradentate bis(pyridyl-N-heterocyclic carbene) ligand was investigated. This is the first example of the use of an organometallic iron compound (i.e., with a Fe[BOND]C bond) as an olefin epoxidation catalyst. The catalyst system, used without additives, showed good epoxide yields and selectivity for various olefins after a reaction time of 5 min. It was found that the epoxide yield strongly depended on the amount of the peroxide used and its nature and noticeably increased at lower temperatures.

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