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アニオン応答性π共役系素子を基盤とした超分子集合体の創製

Research Project

Project/Area Number 09J07873
Research Category

Grant-in-Aid for JSPS Fellows

Allocation TypeSingle-year Grants
Section国内
Research Field Functional materials chemistry
Research InstitutionRitsumeikan University

Principal Investigator

羽毛田 洋平  立命館大学, 総合理工学研究機構, 特別研究員(PD)

Project Period (FY) 2009 – 2011
Project Status Completed (Fiscal Year 2011)
Budget Amount *help
¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 2011: ¥700,000 (Direct Cost: ¥700,000)
Fiscal Year 2010: ¥700,000 (Direct Cost: ¥700,000)
Fiscal Year 2009: ¥700,000 (Direct Cost: ¥700,000)
Keywordsπ共役系分子 / ピロール誘導体 / アニオンレセプター / アニオン認識 / 超分子組織体 / らせん構造 / イオンマテリアル / 液晶 / 超分子ゲル / 電荷積層構造
Research Abstract

π共役系非環状型オリゴビロール(ジピロリルジケトンホウ素錯体)は周辺置換基修飾によりさまざまな機能付与が可能であり、効率的な分子集合化により電子・光マテリアルへの展開が期待される。実際に適切な周辺置換基修飾を施すことで、集合化形態の変調が可能であることを明らかにした(J.Org.Chem.2011)。一方、ジピロリルジケトンホウ素錯体(レセプター)はアニオンと効率的な[1+1]型平面状会合体(平面状アニオン)を形成し、対カチオンとの相互作用により電荷積層型集合体の寄与が大きいイオンマテリアル(固体やソフトマテリアル)の構築が可能であることを報告している。周辺修飾したレセプター-アニオン会合体をイオンマテリアルの構成ユニットとして用いることにより、組織体の構造制御や物性のチューニングが可能になると考えられる。実際に適切な嵩高さを有する置換基を導入したレセプター分子はオクタンと超分子ゲルを形成し、平面状カチオン塩の添加により安定な液晶相の形成を明らかにした。放射光X線による組織体構造解析により電荷種分離配置型集合体の寄与が大きいヘキサゴナルカラムナー構造を形成していることを明らかにした(Chem.Eur.J.2012)。さらに、これらπ共役系電荷種からなるイオンマテリアルが特別な精製を必要とせず良好な両極性の電荷移動特性を示すことを見出した。これとは別に、アニオンレセプターメタフェニレンオリゴマーはアニオン駆動型らせん構造を形成することを明らかにしているが、らせん状アニオン会合体の対イオンとしてキラルカチオンを共存することで、イオンペア形成を用いたらせん構造のキラル誘起が可能であることを見出した。さらに、レセプター-アニオン会合体の高い発光特性をふまえ、キラル誘起されたらせん状アニオン会合体が円偏光発光(CPL)挙動を示すことが分かった(論文投稿中)。

Report

(3 results)
  • 2011 Annual Research Report
  • 2010 Annual Research Report
  • 2009 Annual Research Report
  • Research Products

    (35 results)

All 2012 2011 2010 2009

All Journal Article (15 results) (of which Peer Reviewed: 15 results) Presentation (20 results)

  • [Journal Article] Charge-Based Assemblies Comprising Planar Receptor-Anion Complexes with Buiky Alkylammonium Cations2012

    • Author(s)
      Bin Dong, Yoshitaka Terashima, Yohei Haketa, Hiromitsu Maeda
    • Journal Title

      Chem.Eur.J.

      Volume: 18 Issue: 12 Pages: 3460-3463

    • DOI

      10.1002/chem.201104066

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Charge-based and charge-free molecular assemblies comprising π-extended derivatives of anion-responsive acyclic oligopyrroles2012

    • Author(s)
      Yuya Bando, Shohei Sakamoto, Ippei Yamada, Yohei Haketa, Hiromitsu Maeda
    • Journal Title

      Chem.Commun.

      Volume: 48 Issue: 17 Pages: 2301-2303

    • DOI

      10.1039/c2cc17282h

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Solid-state supramolecular assemblies consisting of planar charged species2012

    • Author(s)
      Yohei Haketa, Mayumi Takayama, Hiromitsu Maeda
    • Journal Title

      Org.Biomol.Chem.

      Volume: 10 Issue: 13 Pages: 2603-2606

    • DOI

      10.1039/c2ob07059f

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Ion Materials Comprising Planar Charged Species2012

    • Author(s)
      Yohei Haketa, Yoshihito Honsho, Shu Seki, Hiromitsu Maeda
    • Journal Title

      Chem.Eur.J.

      Volume: 18(印刷中) Issue: 23 Pages: 7016-7020

    • DOI

      10.1002/chem.201200951

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis, Crystal Structures, and Supramolecular Assemblies of Pyrrole-Based Anion Receptors Bearing Modified Pyrrole β-Substituents2011

    • Author(s)
      Yohei Haketa, Shohei Sakamoto, Kengo Chigusa, Takashi Nakanishi, Hiromitsu Maeda
    • Journal Title

      J.Org.Chem.

      Volume: 76 Issue: 13 Pages: 5177-5184

    • DOI

      10.1021/jo2008687

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Anion-responsive covalently linked and metal-bridged oligomers2011

    • Author(s)
      Hiromitsu Maeda, Kanako Kitaguchi, Yohei Haketa
    • Journal Title

      Chem.Commun.

      Volume: 47 Issue: 33 Pages: 9342-9344

    • DOI

      10.1039/c1cc12822a

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] From Helix to Macrocycle : Anion-Driven Conformation Control of π-Conjugated Acyclic Oligopyrroles2011

    • Author(s)
      Yohei Haketa, Hiromitsu Maeda, "From Helix to Macrocycle : Anion-Driven Conformation Control of π-Conjugated Acyclic Oligopyrroles
    • Journal Title

      Chem.Eur.J.

      Volume: 17 Pages: 1485-1492

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Water-supported organized structures based on wedge-shaped amphiphilic derivatives of dipyrrolyldiketone boron complexes2011

    • Author(s)
      Hiromitsu Maeda, Nazuki Eifuku, Yohei Haketa, Yoshihiro Ito, Eunji Lee, Myongsoo Lee
    • Journal Title

      Phys.Chem.Chem.Phys.

      Volume: 13 Pages: 3843-3850

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Charge-by-charge assemblies based on planar anion receptors2011

    • Author(s)
      Hiromitsu Maeda, Yohei Haketa
    • Journal Title

      Pure Appl.Chem.

      Volume: 83 Pages: 189-199

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Discotic columnar mesophases derived from 'rod-like'π-conjugated anionresponsive acyclic oligopyrroles2010

    • Author(s)
      Hiromitsu Maeda, Yoshitaka Terashima, Yohei Haketa, Atsushi Asano, Yoshihito Honsho, Shu Seki, Masahiro Shimizu, Hidetomo Mukai, Kazuchika Ohta
    • Journal Title

      Chem.Commun.

      Volume: 46 Pages: 4559-4561

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Electronic and Optical Properties in the Solid-State Molecular Assemblies of Anion-Responsive Pyrrole-Based π-Conjugated Systems2010

    • Author(s)
      Hiromitsu Maeda, Yuya Bando, Yohei Haketa, Yoshihito Honsho, Shu Seki, Hiromi Nakajima, Norimitsu Tohnai
    • Journal Title

      Chem.Eur.J.

      Volume: 16 Pages: 10994-11002

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Oriented Salts : Dimension-Controlled Charge-by-Charge Assemblies from Planar Receptor-Anion Complexes2010

    • Author(s)
      Yohei Haketa, Sono Sasaki, Noboru Ohta, Hiroyasu Masunaga, Hiroaki Ogawa, Nobuhiro Mizuno, Fumito Araoka, Hideo Takezoe, Hiromitsu Maeda
    • Journal Title

      Angew.Chem.Int.Ed.

      Volume: 49 Pages: 10079-10083

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Solid-state hydrogen-bonding self-assemblies and keto-enol tautomerism of 1,3-dipyrrolyl-1,3-propanediones2010

    • Author(s)
      Yohei Haketa, Nazuki Eifuku, Yuya Bando, Ippei Yamada, Ayano Hagihara, Hiromitsu Maeda
    • Journal Title

      Supramol.Chem.

      Volume: 23 Pages: 209-217

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Supramolecular Assemblies Drived from Formyl-Substituted π-Conjugated Acyclic Anion Receptors2010

    • Author(s)
      Hiromitsu Maeda, Rika Fujii, Yohei Haketa
    • Journal Title

      Eur.J.Org.Chem.

      Pages: 1469-1482

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis, Properties, and Solid-State Assemblies of (R)-Alkyl-Substituted Dipyrrolyldiketone BF_2 Complexes2009

    • Author(s)
      Hiromitsu Maeda, Yohei Haketa, Yuya Bando, Shohei Sakamoto
    • Journal Title

      Synth.Met. 159

      Pages: 433-436

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Presentation] イオンペア形成によるπ共役系らせん構造のキラル誘起2012

    • Author(s)
      羽毛田洋平・前田大光
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学(神奈川県)
    • Related Report
      2011 Annual Research Report
  • [Presentation] π共役系平面状電荷種を基盤としたイオンマテリアルの構築2012

    • Author(s)
      羽毛田洋平・本庄義人・関修平・前田大光
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学(神奈川県)
    • Related Report
      2011 Annual Research Report
  • [Presentation] Formation of Supramolecular Assemblies Comprising Planar Charged Species2011

    • Author(s)
      Yohei Haketa, Hiromitsu Maeda
    • Organizer
      7th International Workshop on Supramolecular Nanoscience of Chemically Programmed Pigments (SNCPP11)
    • Place of Presentation
      立命館大学(滋賀県)
    • Year and Date
      2011-06-11
    • Related Report
      2011 Annual Research Report
  • [Presentation] 負電荷を有するπ共役系を基盤とした集合体の構築2011

    • Author(s)
      羽毛田洋平・董彬・寺島嘉孝・坂東勇哉・高山真由美・前田大光
    • Organizer
      第7回ホスト・ゲスト化学シンポジウム
    • Place of Presentation
      広島大学東広島キャンパス(広島県)
    • Year and Date
      2011-05-28
    • Related Report
      2011 Annual Research Report
  • [Presentation] 電荷積層型集合体を基盤とした超分子組織構造の構築2011

    • Author(s)
      羽毛田洋平・坂本祥平・Dongqing Wu・Xinliang Feng・Klaus Mullen・前田大光
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      日本化学会第91春季年会(2011)講演予稿集
    • Year and Date
      2011-03-11
    • Related Report
      2010 Annual Research Report
  • [Presentation] アニオン駆動型らせん構造の形成2011

    • Author(s)
      羽毛田洋平・前田大光
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      日本化学会第91春季年会(2011)講演予稿集
    • Year and Date
      2011-03-11
    • Related Report
      2010 Annual Research Report
  • [Presentation] Formation of Supramolecular Assemblies Comprising Planar Charged Species2011

    • Author(s)
      Yohei Haketa, Hiromitsu Maeda
    • Organizer
      14th International Symposium on Novel Aromatic Compounds (ISNA 14)
    • Place of Presentation
      Oregon, USA
    • Related Report
      2011 Annual Research Report
  • [Presentation] 平面状π共役系電荷種からなる超分子集合体の創製2011

    • Author(s)
      羽毛田洋平・寺島嘉孝・董彬・前田大光
    • Organizer
      第72回応用物理学会学術講演会
    • Place of Presentation
      山形大学小白川キャンパス(山形県)
    • Related Report
      2011 Annual Research Report
  • [Presentation] Formation of helical and macrocyclic structures : Anion-driven conformation control of π-conjugated oligopyrroles2010

    • Author(s)
      Yohei Haketa, Hiromitsu Maeda
    • Organizer
      Pacifichem 2010
    • Place of Presentation
      Honolulu, USA
    • Year and Date
      2010-12-15
    • Related Report
      2010 Annual Research Report
  • [Presentation] π共役系非環状型オリゴビロールを基盤としたアニオン駆動型らせんおよび環状構造の形成2010

    • Author(s)
      羽毛田洋平・前田大光
    • Organizer
      第21回基礎有機化学討論会
    • Place of Presentation
      名古屋大学、名古屋
    • Year and Date
      2010-09-09
    • Related Report
      2010 Annual Research Report
  • [Presentation] From Helix to Macrocycle : Anion-Driven Conformation Control of π-Conjugated Acyclic Oligopyrroles2010

    • Author(s)
      Yohei Haketa, Hiromitsu Maeda
    • Organizer
      6th International Workshop on Supramolecular Nanoscience of Chemically Programmed Pigments (SNCPP10)
    • Place of Presentation
      Ritsumeikan University, Kusatsu, Japan
    • Year and Date
      2010-06-12
    • Related Report
      2010 Annual Research Report
  • [Presentation] From Helix to Macrocycle Anion-Driven Conformation Control of π-Conjugated Acyclic Oligopyrroles2010

    • Author(s)
      Yohei Haketa, Hiromitsu Maeda
    • Organizer
      5th International Symposium on Macrocyclic & Supramolecular Chemistry(ISMSC 2010)
    • Place of Presentation
      Nara Prefecture New Publis Hall, Nara, Japan
    • Year and Date
      2010-06-09
    • Related Report
      2010 Annual Research Report
  • [Presentation] 平面状電荷種の積層構造を基盤とした超分子集合体の構築2010

    • Author(s)
      羽毛田洋平・前田大光
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学、大阪
    • Related Report
      2009 Annual Research Report
  • [Presentation] 共役系非環状型アニオンレセプターからなる環状およびらせん構造の形成2010

    • Author(s)
      羽毛田洋平・前田大光
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学、大阪
    • Related Report
      2009 Annual Research Report
  • [Presentation] Charge-by-Charge Assemblies from π-Conjugated Acyclic Anion Receptors2009

    • Author(s)
      Yohei Haketa, Hiromitsu Maeda
    • Organizer
      18th ISPPCC Satellite Symposium on Photochemistry and Photobiology of Supramolecular Systems and Coordination Compounds
    • Place of Presentation
      Ritsumeikan Univ.EPOCH 21, Kusatsu, Japan
    • Related Report
      2009 Annual Research Report
  • [Presentation] Tunable Supramolecular Assemblies of Pyrrole-Based π-Conjugated Acyclic Anion Receptors2009

    • Author(s)
      Yohei Haketa, Hiromitsu Maeda
    • Organizer
      13th International Symposium on Novel Aromatic Compounds
    • Place of Presentation
      Luxembourg, Luxembourg
    • Related Report
      2009 Annual Research Report
  • [Presentation] Charge-by-Charge Assemblies from π-Conjugated Acyclic Anion Receptors2009

    • Author(s)
      Yohei Haketa, Hiromitsu Maeda
    • Organizer
      China-Japan Joint Symposium on Functional Supramolecular Architectures
    • Place of Presentation
      APA Hotel, Sapporo, Japan
    • Related Report
      2009 Annual Research Report
  • [Presentation] アニオンレセプター会合体と対カチオンからなる積層型超分子ソフトマテリアルの創製2009

    • Author(s)
      羽毛田洋平・前田大光
    • Organizer
      第58回高分子討論会
    • Place of Presentation
      熊本大学、熊本
    • Related Report
      2009 Annual Research Report
  • [Presentation] 電荷種間の相互作用を利用した超分子集積体の創製2009

    • Author(s)
      羽毛田洋平・前田大光
    • Organizer
      第19回基礎有機化学討論会
    • Place of Presentation
      群馬大学、桐生
    • Related Report
      2009 Annual Research Report
  • [Presentation] Anion Driven Supramolecular Assemblies of π-Conjugated Acyclic Oligopyrroles2009

    • Author(s)
      Yohei Haketa, Kanako Kitaguchi, Mayumi Takayama, Hiromitsu Maeda
    • Organizer
      The 11th International Kyoto Conference on New Aspects of Organic Chemistry
    • Place of Presentation
      Rhiga Royal Hotel, Kyoto, Japan
    • Related Report
      2009 Annual Research Report

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Published: 2009-04-01   Modified: 2024-03-26  

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