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Development of selective oxygenation of nonactivated hydrocarbons by iron catalysts

Research Project

Project/Area Number 07455322
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field 触媒・化学プロセス
Research InstitutionKYOTO UNIVERSITY

Principal Investigator

FUNABIKI Takuzo  Kyoto University, Faculty of Engineering, Assistant Professor, 工学研究科, 助教授 (70026061)

Co-Investigator(Kenkyū-buntansha) SUGIURA Yukio  Kyoto University, Institute for Chemical Research, Professor, 化学研究所, 教授 (40025698)
TAKANO Mikio  Kyoto University, Institute for Chemical Research, Professor, 化学研究所, 教授 (70068138)
TANAKA Tsunehiro  Kyoto University, Graduated School of Engineering, Associate Professor, 工学研究科, 助手 (70201621)
Project Period (FY) 1995 – 1996
Project Status Completed (Fiscal Year 1996)
Budget Amount *help
¥6,100,000 (Direct Cost: ¥6,100,000)
Fiscal Year 1996: ¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 1995: ¥4,900,000 (Direct Cost: ¥4,900,000)
KeywordsNonheme Complex / Oxygenases / Monooxyenases / Dioxyenases / Catechol / Aromatic Ring Cleavage / Chlorocatechol / Development of Enzymatic Function / 不活性炭化水素
Research Abstract

Catalytic oxygenation of nonactivated hydrocarbons by oxygenase-model nonheme iron complexes has been studied from the viewpoints of catalysis.
Selective intradiol oxygenation of catechols by iron (III) complexes has been extensively studied. In this project the first example of catalytic oxygenation of chlorocatechols by model iron complexes has been achieved. This is very important result not only as the first model reaction for chlorocatechol dioxygenases, but also for the first step of development of decomposition of haloaromatics which are environmental pollutant. The model intermediate complexes, chlorocateholaoiron - (TPA) complexes have been isolated, and their structures were analyzed by XAFS.Another dioxygenase model reaction, i.e.lipoxygenase model reaction catalyzed by nonheme iron complexes, has been studied. Radical intermediates were detected by ESR,supporting the radical mechanism proposed in the enzymatic systems.
Monooxygenase model reactions have also been studied, specially by using hydroquinones as electron and proton transfer reagents. In this project, selective ortho-hydroxylation of phenols by iron (III) complexes has been developed, as an model reaction for tyrosine hydroxylase. It is specific that substituents on hydroquinones play essential role for controlling reactivity.

Report

(3 results)
  • 1996 Annual Research Report   Final Research Report Summary
  • 1995 Annual Research Report
  • Research Products

    (21 results)

All Other

All Publications (21 results)

  • [Publications] Takuzo Funabiki: "ortho-Hydroxylation of 4-tert-butylphenol by nonheme iron(nl) complexes as a functional model reaction for tyrosine hydroxylase" J.Chem.Soc., Chem.Commun. 151-152 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Tadashi Okamoto: "Fundamental Studies on the development of lignin-based adhesives. I. Catalytic demethylation of anisole with molecular oxygen" React.Kinet.Catal.Lett.58,2. 237-242 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Tsunehiro Tanaka: "Photo-assisted Oxidation of 2-Methylpropane over Rb+-Modified V2O5/SiO2. Formation of 2-Methylpropan-2-ol from 2-Methylpropane and O2" J.Chem.Soc., Faraday Trans.1975-1979 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Hisao Yoshida: "Photooxidation of Propylene by O2 over Silica and Mg-loaded Silica" J.Chem.Soc., Chem.Commun.2125-2126 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Takuzo Funabiki: "Oxygenases and Model Systems" Kluwer Academic Publishers, Dordrecht/Boston/London, 393 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Takuzo Funabiki: "ortho-Hydroxylation of 4-tert-butylphenol by nonheme iron (nl) complexes as a functional model reaction for tyrosine hydroxylase" J.Cham.Soc., Chem.Commum.151-152 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Tadashi, Okamoto: "Fundamental studies on the development of lignin-based adhesives. I.Catalytic demethylation of anisole with molecular oxygen" React.Kinet.Catal.Lett.58, (2). 237-242 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Tsunehiro Tanaka: "Photo-assisted Oxidation of 2-Metylpropane over Rb+-Modified V2O5/SiO2. Formation of 2-Methylpropan-2-ol from 2-Methylpropane and O2" J.Cham.Soc., Faraday Trans.1975-1979 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Hisao Yoshida: "Photooxidation of Propylene by O2 over Silica and Mg-loaded Silica" J.Cham.Soc., Chem.Commum.2125-2126 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Takuzo Funabiki: Oxygenases and Model Systems. Catalysis by Metal Complexes, No19, Kluwer Academic Publishers, Dordrecht/Boston/London, 1-393 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Takuzo Funabiki: "ortho-Hydroxylation of 4-tert-butylphenol by nonheme iron(nl) complexes as a functional model reaction for tyrosine hydroxylase" J.Chem.Soc.Chem.Commun. 151-152 (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] Tadashi Okamoto: "Fundamental studies on the development of lignin-based adhesives.I.Catalytic demethylation of anisole with molecular oxygen" React.Kinet.Catal.Lett.58,2. 237-242 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Tsunehiro Tanaka: "Photo-assisted Oxidation of 2-Methylpropane over Rb+-Modified V205/SiO2.Formation of 2-Methylpropan-2-ol from 2-Methylpropane and O2" J.Chem.Soc.Faraday Trans.1975-1979 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Hisao Yoshida: "Photooxidation of propylene by O2 over Silica and Mg-loaded Silica" J.Chem.Soc.Chem.Commun. 2125-2126 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Takuzo Funabiki: "Oxygenases and Model Systems" Kluwer Academic Publishers,Dordrecht/Boston/London, 393 (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] T. Funabiki: "Functional Model Studies for Tyrosine Hydroxylases" J. Inorg. Biochem.59. 584 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] 船引卓三: "錯体材料化学" 月刊「化学工業」. 46. 617-623 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] 船引卓三: "非ヘム鉄蛋白質の合成モデル[単核鉄サイトのモデル錯体]" 季刊化学総説,「生物無機化学の新展開」. 24. 87-92 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Y. Sugiura: "Sequence preference for strand cleavage of gapped duplexes by dynamicin A" Biochemistry. 34. 9944-9950 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] 杉浦幸雄: "Znフィンガー型DNA切断分子の分子設計" 蛋白質核酸酵素. 40. 1457-1464 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] T. Tanaka: "Photooxidatin of Propene over Alkali Ion Modified V205/Si02" J. Cat.155. 196-203 (1995)

    • Related Report
      1995 Annual Research Report

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Published: 1995-04-01   Modified: 2016-04-21  

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