• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Development of Innovative Chiral Molecules and Polymers Analysis and Separation Methods Based on Three-Dimensional Space Imaging

Research Project

Project/Area Number 19H00909
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section一般
Review Section Medium-sized Section 35:Polymers, organic materials, and related fields
Research InstitutionKyoto University

Principal Investigator

Ogoshi Tomoki  京都大学, 工学研究科, 教授 (00447682)

Co-Investigator(Kenkyū-buntansha) 淺川 雅  金沢大学, ナノマテリアル研究所, 准教授 (90509605)
Project Period (FY) 2019-04-01 – 2023-03-31
Project Status Completed (Fiscal Year 2022)
Budget Amount *help
¥46,410,000 (Direct Cost: ¥35,700,000、Indirect Cost: ¥10,710,000)
Fiscal Year 2021: ¥8,320,000 (Direct Cost: ¥6,400,000、Indirect Cost: ¥1,920,000)
Fiscal Year 2020: ¥9,490,000 (Direct Cost: ¥7,300,000、Indirect Cost: ¥2,190,000)
Fiscal Year 2019: ¥25,350,000 (Direct Cost: ¥19,500,000、Indirect Cost: ¥5,850,000)
Keywordsピラーアレーン / 超分子構造 / 直接観察 / 面性不斉 / ゾル-ゲル転移 / キラル増幅 / ピラー[5]アレーン / キラル転写 / 円偏光発光 / らせん構造 / AFM / 不斉誘起 / イオン間相互作用 / 不斉転写 / 原子間力顕微鏡 / キラリティー / アゾベンゼン / 高解像度AFM / 3次元空間イメージング / ピラー[n]アレーン / 高速AFM / ホスト-ゲスト錯体 / ホストーゲスト形成 / 面性キラリティ / 分析
Outline of Research at the Start

本研究では、S体とR体のキラル分子が分子レベルでどのように空間分布しているかを可視化・分離する技術の開発を目的とする。そのために柱型環状分子ピラーアレーンを利用する。ピラーアレーンは、キラル空間を有しているため、S体とR体のキラル分子を見分けることが可能である。また高分解能で3次元空間分布イメージングが可能な3次元走査型原子間力顕微鏡を用いる。本研究ではAFM探針にキラル空間を有するピラーアレーンを導入し、基板表面の観察対象のキラル分子・高分子との間に働く力を3次元空間に描写する。これにより、S体とR体が分子レベルでどのように空間分布しているかを可視化することが可能になる。

Outline of Final Research Achievements

The planar chirality of pillar[5]arene can be controlled by external conditions, but it was difficult to completely bias the chirality toward the S- and R-forms. Therefore, molecular design and synthesis of homochiral pillar[5]arenes with fully fixed planar chirality were performed in this study. A click reaction-based functional group introduction method was also developed to allow the introduction of various substituents. We also visualized assemblies of the obtained homochiral pillar[5]arenes at the molecular level, and evaluated the effects of the higher-order structures on physical properties such as optical properties, chiral amplification, and sol-gel transitions.

Academic Significance and Societal Importance of the Research Achievements

高分子・超分子は、構成単位が同じであっても、その取りうる高次構造が異なることで、全く異なる性質を示す。例えば単純なポリスチレンの様な一般的な汎用性高分子であっても、その高次構造によって融点や強度などの物性が全く異なる。本研究では、面不斉(S体とR体)が偏った柱型環状分子ピラーアレーンが繋がった超分子構造について明確に観察することで、真に超分子の高次構造が及ぼす、光学特性・キラル増幅・ゾル―ゲル転移といった物性との相関を明らかにすることができた。

Report

(5 results)
  • 2022 Final Research Report ( PDF )
  • 2021 Annual Research Report
  • 2020 Annual Research Report
  • 2019 Comments on the Screening Results   Annual Research Report
  • Research Products

    (30 results)

All 2022 2021 2020 2019 Other

All Int'l Joint Research (1 results) Journal Article (12 results) (of which Int'l Joint Research: 4 results,  Peer Reviewed: 12 results,  Open Access: 4 results) Presentation (14 results) (of which Int'l Joint Research: 10 results,  Invited: 14 results) Remarks (3 results)

  • [Int'l Joint Research] モンペリエ大学(フランス)

    • Related Report
      2020 Annual Research Report
  • [Journal Article] CPL on/off control of an assembled system by water soluble macrocyclic chiral sources with planar chirality2022

    • Author(s)
      Fa Shixin、Tomita Takuya、Wada Keisuke、Yasuhara Kazuma、Ohtani Shunsuke、Kato Kenichi、Gon Masayuki、Tanaka Kazuo、Kakuta Takahiro、Yamagishi Tada-aki、Ogoshi Tomoki
    • Journal Title

      Chemical Science

      Volume: - Issue: 20 Pages: 5846-5853

    • DOI

      10.1039/d2sc00952h

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Host-Guest chemistry based on solid-state pillar[n]arenes2022

    • Author(s)
      Ohtani Shunsuke、Kato Kenichi、Fa Shixin、Ogoshi Tomoki
    • Journal Title

      Coordination Chemistry Reviews

      Volume: 462 Pages: 214503-214503

    • DOI

      10.1016/j.ccr.2022.214503

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Noncovalently bound and mechanically interlocked systems using pillar[n]arenes2022

    • Author(s)
      Kenichi Kato、Shixin Fa、Shunsuke Ohtani、Tan-hao Shi、Albert M. Brouwer、Tomoki Ogoshi
    • Journal Title

      Chemical Society Reviews

      Volume: - Issue: 9 Pages: 3648-3687

    • DOI

      10.1039/d2cs00169a

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Thermally Responsive Poly(ethylene oxide)‐Based Polyrotaxanes Bearing Hydrogen‐Bonding Pillar[5]arene Rings**2021

    • Author(s)
      Kato Kenichi、Onishi Katsuto、Maeda Koki、Yagyu Masafumi、Fa Shixin、Ichikawa Takahiro、Mizuno Motohiro、Kakuta Takahiro、Yamagishi Tada‐aki、Ogoshi Tomoki
    • Journal Title

      Chemistry - European Journal

      Volume: 27 Issue: 21 Pages: 6435-6439

    • DOI

      10.1002/chem.202005099

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Pre-regulation of the planar chirality of pillar[5]arenes for preparing discrete chiral nanotubes2021

    • Author(s)
      Fa Shixin、Adachi Keisuke、Nagata Yuuya、Egami Kouichi、Kato Kenichi、Ogoshi Tomoki
    • Journal Title

      Chemical Science

      Volume: 12 Issue: 10 Pages: 3483-3488

    • DOI

      10.1039/d1sc00074h

    • NAID

      120006997053

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Sequential Chiral Induction and Regulator‐Assisted Chiral Memory of Pillar[5]arenes2020

    • Author(s)
      Fa Shixin、Egami Kouichi、Adachi Keisuke、Kato Kenichi、Ogoshi Tomoki
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 59 Issue: 46 Pages: 20353-20356

    • DOI

      10.1002/anie.202010050

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Biomimetic Approach for Highly Selective Artificial Water Channels Based on Tubular Pillar[5]arene Dimers2020

    • Author(s)
      Strilets Dmytro、Fa Shixin、Hardiagon Arthur、Baaden Marc、Ogoshi Tomoki、Barboiu Mihail
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 59 Issue: 51 Pages: 23213-23219

    • DOI

      10.1002/anie.202009219

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Pillar[6]arene acts as a biosensor for quantitative detection of a vitamin metabolite in crude biological samples2020

    • Author(s)
      Ueno Masaya、Tomita Takuya、Arakawa Hiroshi、Kakuta Takahiro、Yamagishi Tada-aki、Terakawa Jumpei、Daikoku Takiko、Horike Shin-ichi、Si Sha、Kurayoshi Kenta、Ito Chiaki、Kasahara Atsuko、Tadokoro Yuko、Kobayashi Masahiko、Fukuwatari Tsutomu、Tamai Ikumi、Hirao Atsushi、Ogoshi Tomoki
    • Journal Title

      Communications Chemistry

      Volume: 3 Issue: 1 Pages: 1-10

    • DOI

      10.1038/s42004-020-00430-w

    • NAID

      120006939157

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Chiral Monolayers with Achiral Tetrapod Molecules on Highly Oriented Pyrolytic Graphite2020

    • Author(s)
      Asakawa Hitoshi、Matsui Sayaka、Trinh Quang Thang、Hirao Hajime、Inokuma Yasuhide、Ogoshi Tomoki、Tanaka Saki、Komatsu Kayo、Ohta Akio、Asakawa Tsuyoshi、Fukuma Takeshi
    • Journal Title

      The Journal of Physical Chemistry C

      Volume: 124 Issue: 14 Pages: 7760-7767

    • DOI

      10.1021/acs.jpcc.9b11246

    • Related Report
      2020 Annual Research Report 2019 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Guest Exchangeable Length-Controlled Discrete Tubes via Non-Covalent Interactions2020

    • Author(s)
      Fa, S.; Sakata, Y.; Akine, S.; Ogoshi, T.*
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 59 Issue: 24 Pages: 9309-9313

    • DOI

      10.1002/anie.201916515

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Supramolecular Conformational Control of Aliphatic Oligoketones by Rotaxane Formation2020

    • Author(s)
      Manabe, Y.; Wada, K.; Baba, Y.; Yoneda, T.; Ogoshi, T.*; Inokuma, Y.*
    • Journal Title

      Org. Lett.

      Volume: 22 Issue: 8 Pages: 3224-3228

    • DOI

      10.1021/acs.orglett.0c01010

    • NAID

      120007026930

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Conformation and Planar Chirality of Pillar[n]arenes2020

    • Author(s)
      Fa, S.X.; Kakuta, T.; Yamagishi, T.; Ogoshi, T.*
    • Journal Title

      Chem. Lett.

      Volume: 48 Issue: 10 Pages: 1278-1287

    • DOI

      10.1246/cl.190544

    • NAID

      130007724094

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Open Access
  • [Presentation] Pillar-Shaped Macrocyclic Compounds “Pillar[n]arenes”: from Simple Molecular Receptors to Supramolecular Assemblies2021

    • Author(s)
      Tomoki Ogoshi
    • Organizer
      ISMSC-2021 (Online)
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Pillar[n]arenes”: from Simple Molecular Receptors to Supramolecular Assemblies2021

    • Author(s)
      Tomoki Ogoshi
    • Organizer
      UGe Organic Chemistry Lectures 2021 (Online)
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 柱型環状分子ピラー[n]アレーンを基にした超分子集合体・ホスト-ゲスト錯形成のAFM観測2021

    • Author(s)
      生越 友樹
    • Organizer
      ナノプローブテクノロジー第167委員会第98回研究会(オンライン)
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] 柱型環状分子「ピラー[n]アレーン」を並べて創る分子空間2021

    • Author(s)
      生越 友樹
    • Organizer
      第52回構造有機化学若手の会 夏の学校(オンライン)
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] 柱型環状ホスト分子「ピラー[n]アレーン」の創成と分子空間材料への展開2021

    • Author(s)
      生越 友樹
    • Organizer
      第47回中国四国地区高分子講座(オンライン)
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] Pillar-Shaped Macrocyclic Compounds “Pillar[n]arenes”: from Simple Molecular Receptors to Bulk Supramolecular Assemblies2021

    • Author(s)
      Tomoki Ogoshi
    • Organizer
      SCEJ 86th Annual Meeting, International Symposium
    • Related Report
      2020 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Pillar-Shaped Macrocyclic Compounds “Pillar[n]arenes”: from Simple Molecular Receptors to Supramolecular Assemblies2021

    • Author(s)
      Tomoki Ogoshi
    • Organizer
      UGe Organic Chemistry Lectures 2021, University of Geneva, Geneva, Switzerland
    • Related Report
      2020 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Supramolecular Assemblies of Pillar[n]arenes for Molecular Separation, Artificial Water Channels and Biosensor Applications2020

    • Author(s)
      Tomoki Ogoshi
    • Organizer
      4th NanoLSI Symposium
    • Related Report
      2020 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 柱型環状ホスト分子ピラー[n]アレーンを基盤とした超分子材料の創製2020

    • Author(s)
      生越 友樹
    • Organizer
      有機合成化学研究所講演会(第35回)
    • Related Report
      2020 Annual Research Report
    • Invited
  • [Presentation] Assembly of Pillar[n]arenes for Molecular Scale Porous Materials2019

    • Author(s)
      Tomoki Ogoshi
    • Organizer
      15th International Conference on Calixarenes (Calix 2019), coastal Ousteau-Calendal congress center, Cassis, France
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Pillar-Shaped Macrocyclic Compounds “Pillar[n]arenes”: from Simple Molecular Receptors to Bulk Supramolecular Assemblies2019

    • Author(s)
      Tomoki Ogoshi
    • Organizer
      27th International Society of Heterocyclic Chemistry Congress (ISHC27), ROHM Theatre Kyoto & Miyakomesse, Kyoto, Japan
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Supramolecular Assemblies and Systems Constructed from Planar-Chiral Pillar[n]arenes2019

    • Author(s)
      Tomoki Ogoshi
    • Organizer
      2nd JGP Chem & ChemEn International Workshop: Sustainability-Oriented Organic Synthesis, Katsura Hall, Katura Campus, Kyoto, Japan
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Assembly and Molecular Recognition of Polygonal Macrocycles “Pillar[n]arenes2019

    • Author(s)
      Tomoki Ogoshi
    • Organizer
      Visionary Trends in Mol. Sci. III, Tenjin University, Tenjin, China
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Pillar-Shaped Macrocyclic Compounds “Pillar[n]arenes”: from Molecular Receptor to Supramolecular Assembly2019

    • Author(s)
      Tomoki Ogoshi
    • Organizer
      Institute of Chemistry, Chinese Academy of Science (ICCAS), Hosted by Prof. Chuan-Feng Chen, Beijing, China
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research / Invited
  • [Remarks] 生越研究室HP

    • URL

      http://www.sbchem.kyoto-u.ac.jp/ogoshi-lab/index.html

    • Related Report
      2021 Annual Research Report
  • [Remarks] 生越研究室

    • URL

      http://www.sbchem.kyoto-u.ac.jp/ogoshi-lab/index.html

    • Related Report
      2020 Annual Research Report
  • [Remarks] 生越研究室

    • URL

      http://www.sbchem.kyoto-u.ac.jp/ogoshi-lab

    • Related Report
      2019 Annual Research Report

URL: 

Published: 2019-04-18   Modified: 2024-01-30  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi