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Formation and Application of Resorcinarene Hexameric Capsule with Chiral Cavity in Fluorous Solvent

Research Project

Project/Area Number 22550125
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Functional materials chemistry
Research InstitutionNihon University

Principal Investigator

SHIMIZU Shoichi  日本大学, 生産工学部, 教授 (10139115)

Project Period (FY) 2010 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2012: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2011: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2010: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
Keywords超分子化学 / 光学分割
Research Abstract

A novel fluorous resorcinarene hexameric capsule with chiral cavity in fluorous solvent was realized by use of the resorcinarene bearing chiral auxiliary. Hence, enantioselective encapsulation of guest molecules using the resorcinarene hexameric capsule with chiral cavity was observed. When chiral auxiliary of R-configuration as a substituent was used, (S)-2,2’-dimethyl-1,1’-binaphthyl as a guest molecule was enantioselectively encapsulated and recovered in up to 76% ee from the capsule in fluorous phase. That is to say, encapsulated guest molecule could resolve only by simple separation based on utilizing the feature of fluorous solvent. This capsule could be a new type of resolving reagent. However, reproducibility in this method may need to improve more.

Report

(4 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Annual Research Report
  • 2010 Annual Research Report
  • Research Products

    (7 results)

All 2013 2011 2010

All Journal Article (1 results) (of which Peer Reviewed: 1 results) Presentation (6 results)

  • [Journal Article] Hexameric Capsule of Resorcinarene Bearing Fluorous Feet as a Self-Assembled Nanoreactor: A Diels-Alder Reaction in a Fluorous BiphaseSystem2013

    • Author(s)
      Shoichi Shimizu, Asuka Usui, Masae Sugai, Yuki Suematsu, Seiji Shirakawa, Hayato Ichikawa
    • Journal Title

      European Journal of Organic Chemistry

      Volume: 2013 Issue: 22 Pages: 4734-4737

    • DOI

      10.1002/ejoc.201300652

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Presentation] フルオラスレゾルシンアレーン6量体カプセルによるキラル素子の包接とゲストエナンチオ選択性2011

    • Author(s)
      末松有紀, 市川隼人, 清水正一
    • Organizer
      第44回日本大学生産工学部学術講演会
    • Place of Presentation
      日本大学(千葉県)
    • Year and Date
      2011-12-03
    • Related Report
      2011 Annual Research Report
  • [Presentation] レゾルシンアレーン6量体分子カプセルを用いたフルオラス相中での不斉空孔の創出と光学分割への応用(3D8-21)2011

    • Author(s)
      袴田祐介,市川隼人,清水正一
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学(横浜)
    • Year and Date
      2011-03-28
    • Related Report
      2012 Final Research Report
  • [Presentation] レゾルシンアレーン6量体分子カプセルを用いたフルオラス相中での不斉空孔の創出と光学分割への応用2011

    • Author(s)
      袴田祐介, 市川隼人, 清水正一
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学(横浜)
    • Year and Date
      2011-03-28
    • Related Report
      2010 Annual Research Report
  • [Presentation] フルオラス相中での親油性ナノ空間の創出と応用2010

    • Author(s)
      清水正一
    • Organizer
      フルオラス科学研究会第3回シンポジウム
    • Place of Presentation
      長良川国際会議場(岐阜)
    • Year and Date
      2010-10-08
    • Related Report
      2012 Final Research Report 2010 Annual Research Report
  • [Presentation] キラル補助基を有するフルオラスレゾルシンアレーンの合成とその自己組織2010

    • Author(s)
      袴田祐介,徐晶,市川隼人,清水正一
    • Organizer
      平成22年度化学系学協会東北大会
    • Place of Presentation
      岩手大学(盛岡)
    • Year and Date
      2010-09-25
    • Related Report
      2012 Final Research Report
  • [Presentation] キラル補助基を有するフルオラスレゾルシンアレーンの合成とその自己組織化2010

    • Author(s)
      袴田祐介, 徐晶, 市川隼人, 清水正一
    • Organizer
      平成222年度化学系学協会東北大会
    • Place of Presentation
      岩手大学(盛岡)
    • Year and Date
      2010-09-25
    • Related Report
      2010 Annual Research Report

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Published: 2010-08-23   Modified: 2019-07-29  

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