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Preparation of boron-containing self-assemblies aiming at providing chiral nano-surface and their application to chiral catalysis

Research Project

Project/Area Number 15H03799
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Functional solid state chemistry
Research InstitutionTokyo Metropolitan University

Principal Investigator

Kubo Yuji  首都大学東京, 都市環境科学研究科, 教授 (80186444)

Co-Investigator(Kenkyū-buntansha) 西藪 隆平  首都大学東京, 都市環境科学研究科, 助教 (00432865)
Co-Investigator(Renkei-kenkyūsha) NISHIYABU Ryuhei  首都大学東京, 都市環境科学研究科, 助教 (00432865)
Project Period (FY) 2015-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥17,290,000 (Direct Cost: ¥13,300,000、Indirect Cost: ¥3,990,000)
Fiscal Year 2017: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
Fiscal Year 2016: ¥5,980,000 (Direct Cost: ¥4,600,000、Indirect Cost: ¥1,380,000)
Fiscal Year 2015: ¥8,320,000 (Direct Cost: ¥6,400,000、Indirect Cost: ¥1,920,000)
Keywordsホウ素 / ボロン酸 / 自己組織 / 不斉触媒 / 凝集誘起発光 / 不斉認識 / 不斉反応 / キラル界面 / 不斉修飾剤
Outline of Final Research Achievements

In this study, our ongoing program to explore functionalization of chiral nano-architectures led us to apply mono-dispersed boronate particles, obtained by boronic acid-based hierarchical self-assembly, to support materials for the use as asymmetric heterogeneous catalysts. Preparation of chiral tartaric acid-bound boronate ensembles with aggregation-induced emission (AIE) capability was also conducted. In the former case, boronic acid-appended N-formyl-L-valine derivative was newly synthesized and grafted boronate microparticles. The resultant hybrid systems served as asymmetric heterogenious catalysts for the reductive reaction of ketimines in the presence of trichlorosilane. On another front, AIE-active boronate tartaric acids showed an enantioselective emission for chiral diamines and natural cinchona alkaloids.

Report

(4 results)
  • 2017 Annual Research Report   Final Research Report ( PDF )
  • 2016 Annual Research Report
  • 2015 Annual Research Report
  • Research Products

    (32 results)

All 2018 2017 2016 Other

All Int'l Joint Research (2 results) Journal Article (6 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 6 results,  Acknowledgement Compliant: 2 results) Presentation (21 results) (of which Int'l Joint Research: 1 results,  Invited: 4 results) Book (1 results) Remarks (2 results)

  • [Int'l Joint Research] バース大学(英国)

    • Related Report
      2017 Annual Research Report
  • [Int'l Joint Research] Univerity of Bath(英国)

    • Related Report
      2016 Annual Research Report
  • [Journal Article] Boronic acids as molecular inks for surface functionalization of polyvinyl alcohol substrates2018

    • Author(s)
      Ryuhei Nishiyabu, Miku Tomura, Tomo Okade and Yuji Kubo
    • Journal Title

      New Journal of Chemistry

      Volume: 42 Issue: 9 Pages: 7392-7398

    • DOI

      10.1039/c8nj00992a

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Fluorescent chirality recognition by simple boronate ensembles with aggregation-induced emission capability2017

    • Author(s)
      Meiko Kawai, Ayaka Hoshi, Ryuhei Nishiyabu, and Yuji Kubo
    • Journal Title

      Chemical Communications

      Volume: 53 Issue: 73 Pages: 10144-10147

    • DOI

      10.1039/c7cc05784a

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Surface modification of a polyvinyl alcohol sponge with functionalized boronic acids to develop porous materials for multicolor emission, chemical sensing and 3D cell culture2017

    • Author(s)
      Ryuhei Nishiyabu, Shunsuke Iizuka, Saika Minegishi, Hiroaki Kitagishi and Yuji Kubo
    • Journal Title

      Chemical Communications

      Volume: 53 Issue: 25 Pages: 3563-3566

    • DOI

      10.1039/c7cc00490g

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A 1-hydroxy-2,3,1-benzodiazaborine- containing π-conjugated system: synthesis, optical properties and solvent-dependent response toward anions2017

    • Author(s)
      Yusuke Satta, Ryuhei Nishiyabu, Tony D. James and Yuji Kubo
    • Journal Title

      Tetrahedron

      Volume: 73 Issue: 15 Pages: 2053-2061

    • DOI

      10.1016/j.tet.2017.02.050

    • Related Report
      2017 Annual Research Report 2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] White-light emissive materials based on dynamic polymerization in supramolecular chemistry2017

    • Author(s)
      Yuji Kubo and Ryuhei Nishiyabu
    • Journal Title

      Polymer

      Volume: 128 Pages: 257-275

    • DOI

      10.1016/j.polymer.2016.12.082

    • Related Report
      2017 Annual Research Report 2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Zn2+-coordinated boronatedipyrrin as a chemodosimeter toward hydrogen peroxide2017

    • Author(s)
      Kaori Sakakibara, Yuki Takahashi, Ryuhei Nishiyabu and Yuji Kubo
    • Journal Title

      Journal of Materials Chemistry C

      Volume: 5 Issue: 15 Pages: 3684-3691

    • DOI

      10.1039/c7tc00405b

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] ボロン酸ユニットを用いた機能性超分子の調製2018

    • Author(s)
      久保由治
    • Organizer
      第49回「工学とバイオ」セミナー
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] マルチカラー発光をめざしたAIE活性ボロネートドットの合成2018

    • Author(s)
      星光起、金子尚義、久保由治
    • Organizer
      日本化学会第98回春季年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] ボロネート酒石酸型発光分子の不斉認識機能2018

    • Author(s)
      星綾香、川合名子、久保由治
    • Organizer
      日本化学会第98回春季年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] Water-Dispersible Boronate Microparticles for Aiming at Preparation of Chemosensors with Multicolor Fluorescence Emission2017

    • Author(s)
      Uji Pramoto ・Ryuhei Nishiyabu・Yuji Kubo
    • Organizer
      日本化学会第97春季年会(2017)
    • Place of Presentation
      慶應義塾大学日吉キャンパス(神奈川県横浜市)
    • Year and Date
      2017-03-17
    • Related Report
      2016 Annual Research Report
  • [Presentation] キラル分子をグラフト化させたボロネートマイクロ粒子の調製と不斉反応への適用2017

    • Author(s)
      永坂友佳・中西雄大・久保由治
    • Organizer
      日本化学会第97春季年会(2017)
    • Place of Presentation
      慶應義塾大学日吉キャンパス(神奈川県横浜市)
    • Year and Date
      2017-03-17
    • Related Report
      2016 Annual Research Report
  • [Presentation] ボロン酸に基づく階層的自己組織化とその機能化;創発性発現に向けた取り組み2017

    • Author(s)
      久保由治
    • Organizer
      小槻日吉三先生退官記念行事記念講演会
    • Place of Presentation
      高知大学朝倉キャンパス(高知県高知市)
    • Year and Date
      2017-03-11
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] キラル分子を固定化させたボロネート粒子の調製とイミンの不斉還元への応用2017

    • Author(s)
      中西雄大、永坂友佳、久保由治
    • Organizer
      有機合成化学協会関東支部シンポジウム
    • Related Report
      2017 Annual Research Report
  • [Presentation] 亜鉛配位型ボロネートジピリンの H2O2 応答型呈色挙動2017

    • Author(s)
      高橋由希、榊原圭織、西藪隆平、久保由治
    • Organizer
      第15回ホスト-ゲスト・超分子化学シンポジウム
    • Related Report
      2017 Annual Research Report
  • [Presentation] ポリビニルアルコール薄膜表面を機能化できるボロン酸マーカーペンの開発2017

    • Author(s)
      西藪隆平、岡出朋、久保由治
    • Organizer
      第15回ホスト-ゲスト・超分子化学シンポジウム
    • Related Report
      2017 Annual Research Report
  • [Presentation] エナンチオ選択的蛍光応答を示す凝集誘起発光性ボロネートアンサンブル2017

    • Author(s)
      星綾香、川合名子、西藪隆平、久保由治
    • Organizer
      第28回基礎有機化学討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] テトラフェニルエチレンを含むボロネート動的共有結合分子系の合成と機能化2017

    • Author(s)
      川合名子、金子尚義、星綾香、西藪隆平、久保由治
    • Organizer
      第28回基礎有機化学討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] ポリビニルアルコール固体表面を機能化できるボロン酸インクの開発2017

    • Author(s)
      西藪隆平、岡出朋、久保由治
    • Organizer
      第66回高分子討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] Hierarchical supramolecules using boronic acid building blocks2017

    • Author(s)
      Yuji Kubo
    • Organizer
      The 4th International Seminar of Chemistry
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 動的構造制御に基づくボロネート大環状化合物の合成2017

    • Author(s)
      金子尚義、西藪隆平、久保由治
    • Organizer
      第44回有機典型元素化学討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] ボロネート自己集合粒子の界面機能化に基づく不斉固体触媒の調製2017

    • Author(s)
      永坂友佳、中西雄大、久保由治
    • Organizer
      第44回有機典型元素化学討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 2,3,1-ベンゾジアザボリン系D-π-A分子の合成と溶媒誘導型アニオンセンシング2016

    • Author(s)
      薩田雄介・西藪隆平・Tony D. James・久保由治
    • Organizer
      第43回有機典型元素化学討論会
    • Place of Presentation
      仙台市民会館(宮城県仙台市)
    • Year and Date
      2016-12-10
    • Related Report
      2016 Annual Research Report
  • [Presentation] 過酸化水素に対して比色応答するボロネートジピリンセンサーの合成2016

    • Author(s)
      榊原圭織・西藪隆平・久保由冶
    • Organizer
      第43回有機典型元素化学討論会
    • Place of Presentation
      仙台市民会館(宮城県仙台市)
    • Year and Date
      2016-12-09
    • Related Report
      2016 Annual Research Report
  • [Presentation] ボロン酸ユニットを利用した発光性超分子の調製と機能化2016

    • Author(s)
      久保由治
    • Organizer
      第47回中部化学関係学協会支部連合秋季大会
    • Place of Presentation
      豊橋技術科学大学(愛知県豊橋市)
    • Year and Date
      2016-11-05
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] ボロネート会合体に基づく蛍光性キラルセンサー2016

    • Author(s)
      川合名子・久保由治
    • Organizer
      光化学討論会
    • Place of Presentation
      東京大学駒場第一キャンパス(東京都目黒区)
    • Year and Date
      2016-09-07
    • Related Report
      2016 Annual Research Report
  • [Presentation] 超分子的アプローチに基づく白色発光粒子の調製と機能化2016

    • Author(s)
      杉野康行・小澤歩未・西藪隆平・久保由治
    • Organizer
      平成28年度繊維学会年次大会
    • Place of Presentation
      タワーホール船堀(東京都江戸川区)
    • Year and Date
      2016-06-09
    • Related Report
      2016 Annual Research Report
  • [Presentation] テトラフェニルエチレン含有ボロネートセンサーの合成2016

    • Author(s)
      川合 名子・久保 由治
    • Organizer
      日本化学会第96春季年会(2016)
    • Place of Presentation
      同志社大学京田辺キャンパス(京都府京田辺市)
    • Year and Date
      2016-03-25
    • Related Report
      2015 Annual Research Report
  • [Book] Boron; Sensing, Synthesis and Supramolecular Self-Assembly, Monograph in Supramolecular Chemistry2016

    • Author(s)
      Yuji Kubo and Ryuhei Nishiyabu
    • Total Pages
      416
    • Publisher
      The Royal Society of Chemistry
    • Related Report
      2016 Annual Research Report
  • [Remarks] 首都大学東京 大学院都市環境科学研究科 環境応用化学域 久保研究室

    • URL

      http://www.comp.tmu.ac.jp/kubolab/kubolabtop.html

    • Related Report
      2017 Annual Research Report
  • [Remarks] 首都大学東京 大学院都市環境科学研究科 分子応用化学域 久保研究室

    • URL

      http://www.comp.tmu.ac.jp/kubolab/kubolabtop.html

    • Related Report
      2016 Annual Research Report 2015 Annual Research Report

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Published: 2015-04-16   Modified: 2019-03-29  

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