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Autoxidation of Hydrocarbons: From Chemistry to Catalysis

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Abstract

This contribution summarizes our recent efforts to unravel the radical chemistry of autoxidations. Abstraction of the weakly bonded αH-atom of the primary hydroperoxide product by chain carrying peroxyl radicals is identified as the source of major end products such as alcohol and ketone/aldehyde. In the case of cyclohexane autoxidation, this reaction is even responsible for the majority of ring-opened by-products. In a second part, different approaches to autoxidation catalysis are discussed, ranging from transition metal ion catalysis to organocatalysis with immobilized N-hydroxyphthalimide.

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Acknowledgments

This work was performed in the frame of GOA, IDECAT, and CECAT projects, and the Belgian Program on Interuniversity Attraction Poles (IAP).

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Authors and Affiliations

  1. Centre for Surface Chemistry and Catalysis, Department of Microbial and Molecular Systems (M2S), K.U.Leuven, Kasteelpark Arenberg 23, 3001, Leuven, Belgium

    Ive Hermans & Pierre A. Jacobs

  2. Department of Chemistry and Applied Biosciences, Institute for Chemical and Bioengineering, Swiss Federal Institute of Technology (ETH Zürich), Hönggerberg, HCI, Wolfgang-Pauli-Str. 10, 8093, Zurich, Switzerland

    Ive Hermans

  3. Department of Chemistry, K.U.Leuven, Celestijnenlaan 200F, 3001, Leuven, Belgium

    Jozef Peeters

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  1. Ive Hermans
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  2. Jozef Peeters
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Correspondence to Ive Hermans.

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Hermans, I., Peeters, J. & Jacobs, P.A. Autoxidation of Hydrocarbons: From Chemistry to Catalysis. Top Catal 50, 124–132 (2008). https://doi.org/10.1007/s11244-008-9099-7

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  • DOI: https://doi.org/10.1007/s11244-008-9099-7

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