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Advanced catalysis technology of niobium complexes in organic synthesis

Research Project

Project/Area Number 16K05784
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Synthetic chemistry
Research InstitutionKansai University

Principal Investigator

OBORA Yasushi  関西大学, 化学生命工学部, 教授 (50312418)

Project Period (FY) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2018: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2017: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2016: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Keywords触媒・化学プロセス / ニオブ触媒 / 選択的合成 / 環境調和型合成 / 代替金属触媒 / ニオブ錯体
Outline of Final Research Achievements

In this study, we developed an efficient method of organic transformation process by using niobium complexes as highly reactive and structural stable catalysts in organic transformations. For example, we achieved a one-step reaction of simple alkyne with nitriles to afford pyrimidine as a heterocyclic compound in the presence of niobium complex catalyst.In this reaction, the addition of iron chloride efficiently assisted the niobium catalyzed reaction. Moreover, we developed in-situ generated niobium-carbene complex serves as an efficient catalyst for highly active olefin ring-closing metathesis reaction. Thus, we have found that niobium complexes can be employed as effective catalytic tools in the development of highly challenging and practical organic transformations reactions with high social needs.

Academic Significance and Societal Importance of the Research Achievements

本研究では、ニオブ触媒の新規な合成手法の開発を行い、ヘテロ原子を有する化学物質群の合成に関する触媒反応プロセスへの適用を行った。また、得られたニオブ化合物は構造的な安定性を有するため、ニオブカルベン錯体への変換が容易となり、メタセシスへの展開が可能となった。このように、本研究において多くの有機変換反応を行い、ニオブ錯体触媒の反応性ならびに選択性発現に関する新たな知見が得られ、触媒化学において学術的に高い寄与を果たした。本研究において、低原子価ニオブ金属の合成触媒としての有効性ならびに実用性を実証することは、元素戦略ならびに新物質製造プロセス開拓に大きく寄与するものであり意義深い。

Report

(4 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Research-status Report
  • 2016 Research-status Report
  • Research Products

    (11 results)

All 2019 2018 2017 2016

All Journal Article (4 results) (of which Peer Reviewed: 4 results,  Open Access: 1 results,  Acknowledgement Compliant: 1 results) Presentation (7 results) (of which Int'l Joint Research: 1 results,  Invited: 2 results)

  • [Journal Article] In Situ-Generated Niobium-Catalyzed Synthesis of 3-Pyrroline Derivatives via Ring-Closing Metathesis Reactions2018

    • Author(s)
      Fuji Maito、Chiwata Jintaro、Ozaki Makoto、Aratani Shunsuke、Obora Yasushi
    • Journal Title

      ACS Omega

      Volume: 3 Issue: 8 Pages: 8865-8873

    • DOI

      10.1021/acsomega.8b01642

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] NbCl5/Zn/PCy3-System-Catalyzed Intramolecular [2 + 2 + 2] Cycloadditions of Diynes and Alkenes To Form Bicyclic Cyclohexadienes2017

    • Author(s)
      Watanabe Keisuke、Satoh Yasushi、Kamei Motofumi、Furukawa Hirohisa、Fuji Maito、Obora Yasushi
    • Journal Title

      Organic Letters

      Volume: 19 Issue: 19 Pages: 5398-5401

    • DOI

      10.1021/acs.orglett.7b02672

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] FeCl3-Assisted Niobium-Catalyzed Cycloaddition of Nitriles and Alkynes: Synthesis of Alkyl- and Arylpyrimidines Based on Independent Functions of NbCl5 and FeCl3 Lewis Acids2017

    • Author(s)
      Fuji Maito、Obora Yasushi
    • Journal Title

      Organic Letters

      Volume: 19 Issue: 20 Pages: 5569-5572

    • DOI

      10.1021/acs.orglett.7b02708

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Selective Intermolecular [2+2+2] Cycloaddition of Terminal Alkynes and Alkenes by NbCl<sub>5</sub> as a Catalyst Precursor2016

    • Author(s)
      Motofumi Kamei, Keisuke Watanabe, Maito Fuji, Yasushi Obora
    • Journal Title

      Chemistry Letters

      Volume: 45 Issue: 8 Pages: 943-945

    • DOI

      10.1246/cl.160481

    • NAID

      130005254631

    • ISSN
      0366-7022, 1348-0715
    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] アルコキシニオブを触媒前駆体として用いる開環メタセシス重合反応2019

    • Author(s)
      荒谷駿佑,藤麻織人,曽谷太一,三田文雄,矢島辰雄,大洞康嗣
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2018 Annual Research Report
  • [Presentation] ニオブ触媒を用いた環状オレフィンの開環メタセシス重合反応2018

    • Author(s)
      荒谷駿佑,藤麻織人,曽谷太一,三田文雄,大洞康嗣
    • Organizer
      第8回CSJ化学フェスタ
    • Related Report
      2018 Annual Research Report
  • [Presentation] Niobium-catalyzed [2+2+2] Cycloaddition of Alkynes, Nitriles, and Alkenes2018

    • Author(s)
      Obora Yasushi
    • Organizer
      International Congress on Pure and Applied Chemistry 2018 (ICPAC 2018)
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] 均一系ニオブ触媒による環化付加反応2017

    • Author(s)
      大洞康嗣
    • Organizer
      第7回CSJ化学フェスタ2017
    • Related Report
      2017 Research-status Report
    • Invited
  • [Presentation] NbCl5/FeCl3によるニトリルとアルキンを用いたピリミジン誘導体の合成2017

    • Author(s)
      藤麻織人、大洞康嗣
    • Organizer
      日本化学会秋季事業 第7回CSJ化学フェスタ2017
    • Related Report
      2017 Research-status Report
  • [Presentation] ニオブ/ジアミン触媒系を用いたアルキンとアルケンの[2+2+2]環化付加反応による1,3-シクロヘキサジエン誘導体の合成2017

    • Author(s)
      寺谷亘世、加島功輝、藤麻織人、大洞 康嗣
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾大学日吉キャンパス(神奈川県横浜市)
    • Related Report
      2016 Research-status Report
  • [Presentation] 塩化ニオブ触媒によるアルキンとニトリルを用いたピリミジン誘導体の合成2017

    • Author(s)
      藤麻織人、大洞康嗣
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶応義塾大学日吉キャンパス(神奈川県横浜市)
    • Related Report
      2016 Research-status Report

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Published: 2016-04-21   Modified: 2020-03-30  

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