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Development of Ceria-Supported Ruthenium Catalysts Effective for Various Synthetic Reactions

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Abstract

Our recent results on organic transformations such as C–C bond formation via the activation of stable C–C or C–H bonds and aerobic oxidation of alcohols catalyzed by CeO2-supported ruthenium are reviewed. A simple, recyclable heterogeneous Ru/CeO2 catalyst showed excellent activity for sequential transfer-allylation/isomerization of homoallyl alcohols with aldehydes to saturated ketones via the C–C bond activation. While homogeneous ruthenium and rhodium complex catalysts require additives and/or pressurized CO, the reaction with Ru/CeO2 smoothly proceeded in the absence of any additives. The Ru/CeO2 catalyst also showed excellent activity for the addition of sp2 C–H bonds of aromatic ketones to vinylsilanes. The Ru/CeO2 catalyst realized the chelation-assisted arylation of stable aromatic C–H bonds with aryl chlorides. The activity of the catalyst was greatly improved by the PPh3-modification under hydrogen atmosphere prior to the reactions. The catalyst acts heterogeneously without a significant leaching of ruthenium species, indicating that the Ru/CeO2 catalyst has an advantage over homogeneous catalysts from practical and environmental points of view. The effects of chemical and physical properties of CeO2 on the activity of CeO2-supported noble metal catalysts were examined. Porous CeO2 powders were prepared by the coagulation of solvothermally synthesized colloidal ceria nanoparticles, and the thus-prepared CeO2 powders showed an oxygen migration ability far superior to the CeO2 samples prepared by the usual precipitation method. The ruthenium catalysts supported on the former CeO2 powders showed a high activity for the aerobic oxidation of benzyl alcohol. The effects of the pore structure of CeO2 powders on the activity of the Ru/CeO2 catalysts are also discussed.

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Acknowledgements

A part of this work was supported by a Grant-in-Aid for Scientific Research (No. 21360393 and 21651039) from the Ministry of Education, Culture, Sports, Science and Technology, Japan.

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Authors and Affiliations

  1. Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Kyoto, 615-8510, Japan

    Kenji Wada, Saburo Hosokawa & Masashi Inoue

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  1. Kenji Wada
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  2. Saburo Hosokawa
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  3. Masashi Inoue
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Correspondence to Masashi Inoue.

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Wada, K., Hosokawa, S. & Inoue, M. Development of Ceria-Supported Ruthenium Catalysts Effective for Various Synthetic Reactions. Catal Surv Asia 15, 1–11 (2011). https://doi.org/10.1007/s10563-010-9104-6

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