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Benign Catalysis with Iron: Unique Selectivity in Catalytic Isomerization Reactions of Olefins

Authors

  • Dr. Reiko Jennerjahn,

    1. Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
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  • Dr. Ralf Jackstell,

    1. Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
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  • Dr. Irene Piras,

    1. Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
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  • Prof. Dr. Robert Franke,

    1. Evonik Oxeno GmbH, 45772 Marl (Germany) and Lehrstuhl für Theoretische Chemie, Ruhr-Universität Bochum, 44780 Bochum (Germany)
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  • Dr. Haijun Jiao,

    1. Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
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  • Dr. Matthias Bauer,

    1. Fachbereich Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Straße 52, 67663 Kaiserslautern (Germany)
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  • Prof. Matthias Beller

    Corresponding author
    1. Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
    • Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
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Abstract

The use of noble metal catalysts in homogeneous catalysis has been well established. Due to their price and limited availability, there is growing interest in the substitution of such precious metal complexes with readily available and bio-relevant catalysts. In particular, iron is a “rising star” in catalysis. Herein, we present a general and selective iron-catalyzed monoisomerization of olefins, which allows for the selective generation of 2-olefins. Typically, common metal complexes give mixtures of various internal olefins. Both bulk-scale terminal olefins and functionalized terminal olefins give the corresponding products under mild conditions in good to excellent yields. The proposed reaction mechanism was elucidated by in situ NMR studies and supported by DFT calculations and extended X-ray absorption fine structure (EXAFS) measurements.

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