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2011 Fiscal Year Final Research Report

Development of Novel Heterogeneous Ruthenium Catalysts for Environmentally-benign Organic Transformations

Research Project

  • PDF
Project/Area Number 21360393
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Catalyst/Resource chemical process
Research InstitutionKyoto University

Principal Investigator

WADA Kenji  京都大学, 工学研究科, 准教授 (10243049)

Co-Investigator(Kenkyū-buntansha) HOSOKAWA Saburo  京都大学, 大学院・工学研究科, 助教 (90456806)
Project Period (FY) 2009 – 2011
Keywordsグリーンケミストリー / 不均一系触媒
Research Abstract

The development of novel solid catalysts effective for environmentally benign, highly atom-efficient organic transformations is highly desired. In the present study, CeO2-or ZrO2-supported ruthenium catalysts which are quite effective for the direct arylation and alkylation of stable aromatic C-H bond activation, the allyl transfer reactions via the cleavage and reconstruction of stable C-C bonds, the regio-and stereoselective addition of carboxylic acids to alkynes, the selective cross-coupling of unsaturated hydrocarbons, and the synthesis of indole via the dehydrogenative cyclization of an amino alcohol have been developed. These catalysts are recyclable without loss of significant activities, and the leaching of Ru species into solution is negligible. The spectroscopic studies, e. g. XAFS and FTIR studies, have revealed the formation of distorted Ru=O species on the surface of ceria, which would be transformed to low-valent active Ru species in situ.

  • Research Products

    (17 results)

All 2012 2011 2010 2009 Other

All Journal Article (9 results) (of which Peer Reviewed: 8 results) Presentation (6 results) Remarks (1 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Effect of Supports on Pd. Cu Bimetallic Catalysts for Nitrate and Nitrite Reduction in Water2012

    • Author(s)
      K. Wada, T. Hirata, S. Hosokawa, S. Iwamoto, M. Inoue
    • Journal Title

      Catal. Today

      Volume: 185 Pages: 81-87

    • DOI

      DOI:10.1016/j.cattod.2011.07.021.

    • Peer Reviewed
  • [Journal Article] Intermolecular Coupling of Alkynes with Acrylates by Recyclable Oxide-supported Ruthenium Catalysts : Formation of Distorted Ruthenium(IV)-oxo Species on Ceria as a Key Precursor of Active Species2011

    • Author(s)
      H. Miura, S. Hosokawa, S. Yamazoe, K. Wada, M. Inoue
    • Journal Title

      Adv. Synth. Catal

      Volume: 353 Pages: 2837-2843

    • DOI

      DOI:10.1002/adsc.201100415

    • Peer Reviewed
  • [Journal Article] Ceria-supported Ruthenium Catalysts for the Synthesis of Indole via Dehydrogenative N-Heterocyclization2011

    • Author(s)
      S. Shimura, H. Miura, K. Wada, S. Hosokawa, S. Yamazoe, M. Inoue
    • Journal Title

      Catal. Sci. Technol.

      Volume: 1 Pages: 1340-1346

    • DOI

      DOI:10.1039/c1cy00235j

    • Peer Reviewed
  • [Journal Article] Isomerication of n-Hexadecane over Pt. WO_3 Catalysts Supported on TiO_2. SiO_2 Mixed Oxides Synthesized by a Glycothermal Method2011

    • Author(s)
      S. Hosokawa, S. Kamishima, K. Kubo, H. Kanai, H.; K. Wada, M. Inoue
    • Journal Title

      J. Jpn. Petro. Inst.

      Volume: 54 Pages: 361-365

    • Peer Reviewed
  • [Journal Article] ケミカルズのグリーン合成に有効な酸化物担持Ru触媒2011

    • Author(s)
      三浦大樹;和田健司
    • Journal Title

      機能材料

      Volume: 31 Pages: 27-34

    • URL

      http://www.cmcbooks.co.jp/products/detail.php?product_id=3749

  • [Journal Article] Recyclable Solid Ruthenium Catalysts for the Direct Arylation of Aromatic C-H Bonds2010

    • Author(s)
      H. Miura, K. Wada, S. Hosokawa, M. Inoue
    • Journal Title

      Chem. Eur. J.

      Volume: 16 Pages: 4186-4189

    • DOI

      DOI:10.1002/chem.200903564

    • Peer Reviewed
  • [Journal Article] Recyclable Solid Ruthenium Catalysts Supported on Metal Oxides for the Addition of Carboxylic Acids to Terminal Alkynes2010

    • Author(s)
      M. Nishiumi, H. Miura, K. Wada, S. Hosokawa, M. Inoue
    • Journal Title

      Adv. Synth. Catal

      Volume: 352 Pages: 3045-3052

    • DOI

      DOI:10.1002/adsc.201000431

    • Peer Reviewed
  • [Journal Article] Catalytic Addition of Aromatic C-H Bonds to Vinylsilanes in the Presence of Ru/CeO_22010

    • Author(s)
      H. Miura, K. Wada, S. Hosokawa, M. Inoue
    • Journal Title

      Chem Cat Chem

      Volume: 2 Pages: 1223-1225

    • DOI

      DOI:10.1002/cctc.201000144

    • Peer Reviewed
  • [Journal Article] A heterogeneous Ru/CeO_2 catalyst effective for transfer-allylation from homoallyl alcohols to aldehydes2009

    • Author(s)
      H. Miura, K. Wada, S. Hosokawa, M. Sai, T. Kondo, M. Inoue
    • Journal Title

      Chem. Commun

      Pages: 4112-4114

    • DOI

      DOI:10.1039/b901830a

    • Peer Reviewed
  • [Presentation] Development of Ceria-Supported Transition Metal Catalysts for Synthetic Reactions2012

    • Author(s)
      K. Wada
    • Organizer
      The 11th Youngnam-Kinki Joint Symposium on Organ ometallic Chemistry
    • Place of Presentation
      京都大学桂キャンパス(京都市)
    • Year and Date
      2012-01-31
  • [Presentation] Development of Ceria-Supported Ruthenium Catalysts Effective for Various Synthetic Reactions2011

    • Author(s)
      K. Wada
    • Organizer
      International Meeting on Recent Progress of Homogeneous and Heterogeneous Catalysts for Fine Chemicals Synthesis
    • Place of Presentation
      龍谷大学アバンティ響都ホール(京都市)
    • Year and Date
      2011-12-02
  • [Presentation] ケミカルズ合成を指向した酸化物担持触媒の開発2011

    • Author(s)
      和田健司
    • Organizer
      第8回触媒相模セミナー
    • Place of Presentation
      東ソー東京センター(綾瀬市)
    • Year and Date
      2011-11-17
  • [Presentation] グリーン分子変換プロセスを指向した酸化物担持ルテニウム触媒の開発2011

    • Author(s)
      和田健司
    • Organizer
      平成23年度触媒学会ファインケミカルズ合成触媒研究会セミナー「ファインケミカルズの精密合成技術」
    • Place of Presentation
      首都大学東京秋葉原サテライトキャンパス(東京都)
    • Year and Date
      2011-05-28
  • [Presentation] ケミカルズ合成を指向した酸化物担持触媒の開発2011

    • Author(s)
      和田健司
    • Organizer
      首都大学東京理学部特別講義
    • Place of Presentation
      首都大学東京南大沢キャンパス(八王子市)
    • Year and Date
      2011-05-27
  • [Presentation] Metal Oxide-supported Ruthenium Catalysts Effective for C-H and C-C Bond Cleavage Reactions2009

    • Author(s)
      K. Wada, H. Miura, M. Nishiumi, S. Hosokawa, M. Inoue
    • Organizer
      International Symposium on Catalysis and Fine Chemicals
    • Place of Presentation
      高麗大学ソウルキャンパス(韓国・ソウル市)
    • Year and Date
      2009-12-14
  • [Remarks] 計7件の優秀研究賞等を受賞した。

  • [Patent(Industrial Property Rights)] ルテニウム触媒の製造方法及びルテニウム触媒を用いたアルキル基又はアルケニル基置換化合物の製造方法2010

    • Inventor(s)
      和田健司;三浦大樹;長尾将弘;細川三郎;井上正志
    • Industrial Property Rights Holder
      和田健司;三浦大樹;長尾将弘;細川三郎;井上正志
    • Industrial Property Number
      特許、特願2012-02102
    • Acquisition Date
      2010-02-02

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Published: 2013-07-31  

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