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development of the simple and highly selective oxygenation using water as an oxygen source

Research Project

Project/Area Number 25630367
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Catalyst/Resource chemical process
Research InstitutionOsaka University

Principal Investigator

JITSUKAWA Koichiro  大阪大学, 基礎工学研究科, 教授 (50235793)

Project Period (FY) 2013-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2014: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2013: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords酸素酸化 / 触媒反応 / 高選択的反応 / 含酸素化合物 / 求核剤 / 酸化反応 / 触媒化学
Outline of Final Research Achievements

The introduction of an oxygen functional group into an organic compound using molecular oxygen as an oxidant under mild condition is a big problem in the organic synthesis. In this study, we have developed a new type selective catalytic oxidation reaction, in which molecular oxygen was used as an oxidant for re-oxidation of transition metal and the oxygen atom attached to the product compound was derived from a nucleophile.
Using PdCl2-DMA catalytic system, various alkenes with not only terminal but also internal double bond was easily and quantitatively oxidized to give ketones in comparison with the reaction using the conventional Wacker-Tsuji reaction. Furthermore, the oxygen functional group was selectively introduced to the substrate.

Report

(3 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Research-status Report
  • Research Products

    (9 results)

All 2015 2014 2013 Other

All Journal Article (3 results) (of which Peer Reviewed: 3 results,  Open Access: 3 results,  Acknowledgement Compliant: 1 results) Presentation (5 results) Remarks (1 results)

  • [Journal Article] Selective C-C Coupling Reaction of Dimethylphenol to Tetramethyldiphenoquinone Using Molecular Oxygen Catalyzed by Cu Complexes immobilized in Nanospaces of Structurally-ordered Materials2015

    • Author(s)
      Z. Maeno, T. Mitsudome, T. Mizugaki ;K. Jitsukawa, K. Kaneda
    • Journal Title

      Molecules

      Volume: 20 Issue: 2 Pages: 3089-3106

    • DOI

      10.3390/molecules20023089

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Simple and clean synthesis of ketones from internal olefins using PdCl2/N,N-dimethylacetamide catalyst system.2013

    • Author(s)
      Takato Mitsudome; Syuhei Yoshida; Yamato Tsubomoto; Tomoo Mizugaki; Koichiro Jitsuawa; Kiyotomi Kaneda
    • Journal Title

      Tetrahedron Lett.

      Volume: 54 Issue: 12 Pages: 1596-1598

    • DOI

      10.1016/j.tetlet.2013.01.049

    • Related Report
      2013 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Highly Atom-Efficient Oxidation of Electron-Deficient Internal Olefins to Ketones Using Pd catalyst.2013

    • Author(s)
      Takato Mitsudome; Syuhei Yoshida; Tomoo Mizugaki; Koichiro Jitsukawa; Kiyotomi Kaneda
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 52 Issue: 23 Pages: 5961-5964

    • DOI

      10.1002/anie.201301611

    • URL

      http://dx.doi.org/10.1016/j.tetlet.2013.01.049

    • Related Report
      2013 Research-status Report
    • Peer Reviewed / Open Access
  • [Presentation] ジメチルフェノールの位置選択的な酸化的カップリング反応に向けたマガディアイト固定化銅触媒の開発2015

    • Author(s)
      前野禅; 満留敬人; 水垣共雄; 實川浩一郎; 金田清臣
    • Organizer
      第115回触媒討論会
    • Place of Presentation
      武蔵野
    • Year and Date
      2015-03-23 – 2015-03-24
    • Related Report
      2014 Annual Research Report
  • [Presentation] ヒドロキシアパタイト固定化金ナノ粒子触媒によるヒドロシランと含窒素化合物との脱水素カップリング反応2015

    • Author(s)
      浦山鉄平; 前野禅; 満留敬人; 水垣共雄; 實川浩一郎; 金田清臣
    • Organizer
      第115回触媒討論会
    • Place of Presentation
      武蔵野
    • Year and Date
      2015-03-23 – 2015-03-24
    • Related Report
      2014 Annual Research Report
  • [Presentation] 固定化金ナノ粒子触媒シラン化合物と活性水素化合物との脱水素カップリング反応~分子状酸素の特異的促進効果~2014

    • Author(s)
      満留敬人; 浦山鉄平; 前野 禅; 水垣共雄; 實川浩一郎; 金田清臣
    • Organizer
      第47回酸化反応討論会
    • Place of Presentation
      熊本
    • Year and Date
      2014-11-14 – 2014-11-15
    • Related Report
      2014 Annual Research Report
  • [Presentation] フェノール類からジフェノキノンへの酸化的カップリング反応を促進する規則性ナノ空間を利用した固定化複核銅錯体触媒の開発2014

    • Author(s)
      前野禅; 満留敬人; 水垣共雄; 實川浩一郎; 金田清臣
    • Organizer
      第114回触媒討論会
    • Place of Presentation
      東広島
    • Year and Date
      2014-09-25 – 2014-09-27
    • Related Report
      2014 Annual Research Report
  • [Presentation] Regioselective Oxidative Coupling Reaction of Dimethylphenol Catalyzed by Polyamine Dendrimer‐Encapsulated Copper Complex Using Molecular Oxygen2014

    • Author(s)
      Zen Maeno, Takato Mitsudome, Tomoo Mizugaki, Koichiro Jitsukawa, Kiyotomi Kaneda
    • Organizer
      TOCAT7
    • Place of Presentation
      Kyoto
    • Year and Date
      2014-06-01 – 2014-06-06
    • Related Report
      2014 Annual Research Report
  • [Remarks] 大阪大学大学院基礎工学研究科化学工学領域触媒設計学グループ

    • URL

      http://www.cheng.es.osaka-u.ac.jp/jitsukawalabo/home.html

    • Related Report
      2014 Annual Research Report

URL: 

Published: 2014-07-25   Modified: 2019-07-29  

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