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Regulation of transition states of catalytic reactions through the formation of halogen-bonding

Research Project

Project/Area Number 16KT0162
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section特設分野
Research Field Transition State Control
Research InstitutionOsaka University

Principal Investigator

Takeda Youhei  大阪大学, 工学研究科, 准教授 (60608785)

Project Period (FY) 2016-07-19 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2018: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2017: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2016: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Keywordsハロゲン結合 / イミダゾリウム塩 / 遷移状態 / 有機触媒 / 協働触媒 / 計算科学 / 官能基選択的 / ルイス酸 / 計算化学 / Diels-Alder反応 / 官能基選性 / 不斉認識
Outline of Final Research Achievements

This research was aimed at the development of new organocatalytic reactions through the formation of halogen-bonding as the key driving force in the recognition and activation of substrates, based on theoretical and experimental methods. A new halogen bonding donor with the polyfluorinated core, which is expected to exhibit stronger Lewis acidity than previously known imidazolium sails-based halogen bonding donors, was successfully developed. Furthermore, the evaluation of the structural factors on the properties as halogen donors by DFT was conducted. The utilization of the halogen donors as a soft Lewis acid in organocatalytic reactions was attempted.

Academic Significance and Societal Importance of the Research Achievements

希薄溶液中におけるハロゲン結合は水素結合よりも弱いために、触媒分野において基質活性化のための相互作用としては長い間見過ごされてきた。本研究で得られた成果であるハロゲン結合ドナーの構造と反応性に関する相関関係は、未解明であったハロゲン結合の遷移状態に関する情報を解明することにより、新たな有機触媒設計を可能にする点で、ものづくりにおいて欠かせない触媒化学の新展開を切り拓くことができ、学術界のみならず産業界にも大きな波及効果がある。

Report

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

    (12 results)

All 2019 2018 2017 2016 Other

All Int'l Joint Research (1 results) Journal Article (1 results) (of which Peer Reviewed: 1 results) Presentation (10 results) (of which Int'l Joint Research: 2 results,  Invited: 7 results)

  • [Int'l Joint Research] Utah State University(米国)

    • Related Report
      2017 Research-status Report
  • [Journal Article] Creation of Novel Functional Aza-Containing π-Conjugated Molecules Based on the Development of Novel Oxidative Transformations of Aromatic Amines2016

    • Author(s)
      武田洋平
    • Journal Title

      Journal of Synthetic Organic Chemistry, Japan

      Volume: 74 Issue: 10 Pages: 955-964

    • DOI

      10.5059/yukigoseikyokaishi.74.955

    • NAID

      130005277833

    • ISSN
      0037-9980, 1883-6526
    • Related Report
      2016 Research-status Report
    • Peer Reviewed
  • [Presentation] Regio- and Stereo-controlled Ring-Opening Cross-Coupling of Aziridines Enabled by Pd Catalysis2019

    • Author(s)
      Youhei Takeda
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Annual Research Report
    • Invited
  • [Presentation] Pd-Catalyzed Enantiospecific and Regioselective Ring-Opening Suzuki-Miyaura Arylation of Aziridine-2-carboxylates2018

    • Author(s)
      Youhei Takeda, Tetsuya Matsuno, Satoshi Minakata
    • Organizer
      28th International Conference on Organometallic Chemistry (ICOMC2018)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Pd/Cu-Cocatalyzed Regioselective Ring-Opening C-Si Cross-Coupling of 2-Arylaziridines with Silylboranes2018

    • Author(s)
      Kaoru Shibuta, Youhei Takeda, Satoshi Minakata
    • Organizer
      28th International Conference on Organometallic Chemistry (ICOMC2018)
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Pd/Cu共触媒による2-アリールアジリジンの位置選択的開環を伴うシリルボランとのC-Si結合形成クロスカップリング2018

    • Author(s)
      渋田 薫, 武田洋平, 南方聖司
    • Organizer
      第65回有機金属化学討論会
    • Related Report
      2018 Annual Research Report
  • [Presentation] 新奇反応が拓く次世代発光分子材料の創成と応用2018

    • Author(s)
      武田 洋平
    • Organizer
      岡山大学若手研究者育成事業 第1回講演会
    • Related Report
      2017 Research-status Report
    • Invited
  • [Presentation] ビナフタレンジアミン類の酸化的変換反応を基軸とする「個性」溢れる発光性π共役分子の創成2017

    • Author(s)
      武田 洋平
    • Organizer
      第49回構造有機化学若手の会 夏の学校
    • Related Report
      2017 Research-status Report
    • Invited
  • [Presentation] 芳香族アミン類の酸化反応による熱活性化遅延蛍光分子の創成2017

    • Author(s)
      武田 洋平
    • Organizer
      ITbM/IGER Chemistry Workshop 2017
    • Related Report
      2017 Research-status Report
    • Invited
  • [Presentation] 新奇な酸化的分子変換反応が拓く次世代発光材料の創成2017

    • Author(s)
      武田 洋平
    • Organizer
      島津製作所 講演会
    • Related Report
      2017 Research-status Report
    • Invited
  • [Presentation] ヘテロ元素の特性が切り拓くユニークなπ共役分子の科学2017

    • Author(s)
      武田洋平
    • Organizer
      近畿化学協会ヘテロ原子部会 第3回懇話会
    • Place of Presentation
      大阪科学技術センター(大阪府大阪市)
    • Related Report
      2016 Research-status Report
    • Invited
  • [Presentation] アミン化合物の酸化的変換を起点とする機能性アザヘテロサイクル合成法の開発2016

    • Author(s)
      武田洋平
    • Organizer
      講演会
    • Place of Presentation
      早稲田大学理工学術院(東京都新宿区)
    • Related Report
      2016 Research-status Report
    • Invited

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Published: 2016-07-20   Modified: 2023-03-08  

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