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Enhancement of magnetically recoverable transition metal catalysts by the introduction of hydrophobic field

Research Project

Project/Area Number 26410200
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Green/Environmental chemistry
Research InstitutionNational Institute of Advanced Industrial Science and Technology

Principal Investigator

Fujita Ken-ichi  国立研究開発法人産業技術総合研究所, 触媒化学融合研究センター, 主任研究員 (10242934)

Project Period (FY) 2014-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2016: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2015: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2014: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywordsマグネタイト / 触媒 / 金 / 炭酸水素イミダゾリウム / 含窒素複素環カルベン / ヒドロアミネーション
Outline of Final Research Achievements

We prepared a magnetically recoverable gold(I) catalyst by immobilizing an N-heterocyclic carbene-gold(I) complex on magnetite and applied it to the hydroamination of alkynes. By employing 2 mol% of the magnetite-supported gold(I) catalyst, the hydroamination of terminal alkynes proceeded smoothly to provide the corresponding imine in a fair chemical yield. Moreover, after the reaction, the magnetic gold(I) catalyst was readily recovered by use of an external magnet and could be reused up to five times.
Next, we applied a magnetically recoverable imidazolium hydrogen carbonate as an N-heterocyclic carbene catalyst to the cyanosilylation of aldehydes and ketones. By employing the magnetite-supported imidazolium hydrogen carbonate as a catalyst, the cyanosilylation proceeded at 60 °C to provide the corresponding trimethylsilylated cyanohydrin in a fair chemical yield.

Report

(4 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Research-status Report
  • 2014 Research-status Report
  • Research Products

    (7 results)

All 2017 2016 2014

All Journal Article (3 results) (of which Peer Reviewed: 2 results,  Acknowledgement Compliant: 2 results) Presentation (2 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Synthesis of magnetically recoverable imidazolium hydrogen carbonate and its application as an N-heterocyclic carbene catalyst to cyanosilylation of aldehydes and ketones2017

    • Author(s)
      Akira Fujii, Jun-Chul Choi, Ken-ichi Fujita
    • Journal Title

      Tetrahedron Lett.

      Volume: 58 Issue: 15 Pages: 1515-1518

    • DOI

      10.1016/j.tetlet.2017.03.006

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Magnetically Recoverable N-Heterocyclic Carbene-Gold(I) Catalyst for Hydroamination of Terminal Alkynes2016

    • Author(s)
      Ken-ichi Fujita, Akira Fujii, Junichi Sato, Hiroyuki Yasuda
    • Journal Title

      Synlett

      Volume: 印刷中 Issue: 13 Pages: 1941-1944

    • DOI

      10.1055/s-0035-1562134

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] デンドリマー固定化触媒の化学プロセスにおける有用性2014

    • Author(s)
      藤田賢一
    • Journal Title

      JIR NEWS

      Volume: 8巻 Pages: 14-17

    • Related Report
      2014 Research-status Report
  • [Presentation] マグネタイト固定化含窒素複素環カルベン-金(I)錯体の合成と触媒反応への適用2017

    • Author(s)
      藤井 亮、佐藤 潤一、安田 弘之、藤田 賢一
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶應義塾大学(横浜)
    • Year and Date
      2017-03-17
    • Related Report
      2016 Annual Research Report
  • [Presentation] 磁石で回収可能なマグネタイト固定化含窒素複素環カルベン-金(I) 錯体触媒の開発2017

    • Author(s)
      藤田 賢一、藤井 亮、安田 弘之
    • Organizer
      平成28年度産総研材料・化学シンポジウム
    • Place of Presentation
      つくば国際会議場(つくば)
    • Year and Date
      2017-02-10
    • Related Report
      2016 Annual Research Report
  • [Patent(Industrial Property Rights)] 磁性ナノ粒子固定化含窒素複素環カルベン-金(I)錯体2016

    • Inventor(s)
      藤田賢一、安田弘之
    • Industrial Property Rights Holder
      中鉢良治
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2016-125898
    • Filing Date
      2016-06-24
    • Related Report
      2016 Annual Research Report
  • [Patent(Industrial Property Rights)] 磁性ナノ粒子固定化炭酸水素イミダゾリウム2016

    • Inventor(s)
      藤田賢一、崔準哲、藤井亮
    • Industrial Property Rights Holder
      中鉢良治
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2016-139310
    • Filing Date
      2016-07-14
    • Related Report
      2016 Annual Research Report

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Published: 2014-04-04   Modified: 2018-03-22  

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