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Axis inversion and functionalization by a protonation/deprotonation

Research Project

Project/Area Number 15K17826
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Research InstitutionOkayama University

Principal Investigator

TAKAISHI Kazuto  岡山大学, 自然科学研究科, 講師 (70513430)

Project Period (FY) 2015-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥3,510,000 (Direct Cost: ¥2,700,000、Indirect Cost: ¥810,000)
Fiscal Year 2016: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2015: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywordsビナフチル / ビピリジル / 振動円偏光二色性 / キロプティカル特性 / スイッチング
Outline of Final Research Achievements

Axially chiral (R)-1,1’-binaphthyl-bipyridyl cyclic dyads were synthesized. It was found that the (R)-binaphthyl unit in the dyad induces (R)-chirality in the bipyridyl unit, both in the solid state and in solution. It is shown that vibrational circular dichroism (VCD) is useful to determine the conformation of bipyridyl compounds. The chiroptical properties, circular dichroism and optical rotation, underwent significant variations by titration of acid and base. The magnitude of these changes showed a substituent dependency.

Report

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

    (5 results)

All 2017 2016 2015

All Journal Article (2 results) (of which Open Access: 1 results,  Peer Reviewed: 1 results) Presentation (3 results)

  • [Journal Article] Determination of Absolute Configuration of Axially Chiral 2,2'-Bipyridyl Using Vibrational Circular Dichroism (VCD) Spectra2016

    • Author(s)
      Atsuya Muranaka, Kazuto Takaishi, Masanobu Uchiyama
    • Journal Title

      Jasco Report

      Volume: 58 Pages: 34-28

    • NAID

      40020893619

    • Related Report
      2016 Annual Research Report
    • Open Access
  • [Journal Article] Conformational and Optical Characteristics of Unidirectionally Twisted Binaphthyl-Bipyridyl Cyclic Dyads2015

    • Author(s)
      Kazuto Takaishi, Jun Suzuki, Tatsuya Yabe, Hikaru Asano, Michihiro Nishikawa, Daisuke Hashizume, Atsuya Muranaka, Masanobu Uchiyama, Akihiro Yokoyama.
    • Journal Title

      Organic Letters

      Volume: 17 Issue: 16 Pages: 4098-4101

    • DOI

      10.1021/acs.orglett.5b02041

    • Related Report
      2015 Research-status Report
    • Peer Reviewed
  • [Presentation] 軸性キラルなビナフチル-ビピリジル環状体の立体構造とキロプティカル特性2017

    • Author(s)
      高石和人, 安居 誠, 前田千尋, 依馬 正
    • Organizer
      日本化学会第97春季年会(2017)
    • Place of Presentation
      横浜市
    • Year and Date
      2017-03-18
    • Related Report
      2016 Annual Research Report
  • [Presentation] ビナフチル-ビピリジル環状体の構造とキロプティカル特性のpHスイッチング2016

    • Author(s)
      高石和人, 安居 誠, 前田千尋, 依馬 正
    • Organizer
      第6回CSJ化学フェスタ2016
    • Place of Presentation
      東京
    • Year and Date
      2016-11-16
    • Related Report
      2016 Annual Research Report
  • [Presentation] ビナフチル-ビピリジル環状体の構造とキロプティカル特性のpHスイッチング2016

    • Author(s)
      高石和人, 安居 誠, 前田千尋, 依馬 正
    • Organizer
      第14回ホスト・ゲスト化学シンポジウム
    • Place of Presentation
      高知市
    • Year and Date
      2016-06-04
    • Related Report
      2016 Annual Research Report

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

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