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Synthesis and Investigations of Antiaromatic Ring by Using Strain Energy of Non-Planar Pi-conjugated Systems

Research Project

Project/Area Number 15K21143
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Functional solid state chemistry
Research InstitutionOsaka University

Principal Investigator

Nishiuchi Tomohiko  大阪大学, 理学研究科, 助教 (10706774)

Project Period (FY) 2015-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2016: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2015: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywordsひずみエネルギー / 非平面π骨格 / シクロオクタテトラエン / 反芳香族性
Outline of Final Research Achievements

In this research, we have proposed the utilizing of strain energy in nonplanar pi-conjugated system and I attempted its functional development. The detail is planarization of tub-shaped cyclooctatetraene (COT) by pulling from each side to get a transition state of COT as well as to gain an antiaromatic property. This attempt can lead to understand the structure as well as electronic nature of transition state.
However, unfortunately, the synthesis of target compound composed of COT with bent p-quaterphenyl unit was unsuccessful even though several synthetic route were planed and tried. To achieve the purpose, I have continue the synthesis of its target compound by new synthesic route.

Report

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

    (3 results)

All 2015

All Presentation (3 results) (of which Int'l Joint Research: 2 results)

  • [Presentation] Synthesis of antiaromatic ring by using the strain energy of non-planar pi-conjugated system2015

    • Author(s)
      Kazuto. Shimizu, Tomohiko. Nishiuchi, Yasukazu. Hirao, Takashi. Kubo
    • Organizer
      Pacifichem 2015
    • Place of Presentation
      Honolulu, Hawaii, USA
    • Year and Date
      2015-12-16
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] Synthesis and Property of Antiaromatic Ring by Using Strain Energy of Non-Planar Pi- Conjugated Systems2015

    • Author(s)
      Kazuto. Shimizu, Tomohiko. Nishiuchi, Yasukazu. Hirao, Takashi. Kubo
    • Organizer
      IKCOC-13
    • Place of Presentation
      Kyoto, Japan
    • Year and Date
      2015-11-09
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] 非平面π共役系の歪みエネルギーを利用した反芳香環の合成2015

    • Author(s)
      清水和人、西内智彦、平尾泰一、久保孝史
    • Organizer
      第26回基礎有機化学討論会
    • Place of Presentation
      愛媛大学
    • Year and Date
      2015-09-24
    • Related Report
      2015 Research-status Report

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Published: 2015-04-16   Modified: 2018-03-22  

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