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Development of asymmetric catalysis based on an efficient chiral amplification of helical polymers

Research Project

Project/Area Number 23750126
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Polymer chemistry
Research InstitutionKyoto University

Principal Investigator

NAGATA Yuuya  京都大学, 工学研究科, 助教 (60512762)

Project Period (FY) 2011 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2012: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Fiscal Year 2011: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
Keywords機能性高分子 / らせん高分子 / 不斉増幅 / らせん不斉誘起 / エキシマー発光 / ポリキノキサリン / 不斉反応場 / 乳酸 / 水溶性
Research Abstract

Poly(quinoxaline.2,3.diyl)s bearing alkoxy side chains were developed and their helical screw.sense were successfully controlled to gain insight into the details of asymmetric helix induction for catalytic asymmetric synthesis.Poly(quinoxaline.2,3.diyl)s having reactive terminal groups were prepared and their screw.sense could be controlled by attaching small chiral molecules. Furthermore, we have established a quick and simple method for screening solvents for the efficient induction of a single.handed helical backbone by introducing pyrenyl groups on the side chains of poly(quinoxaline.2,3.diyl)s.

Report

(3 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Research-status Report
  • Research Products

    (43 results)

All 2013 2012 2011 Other

All Journal Article (6 results) (of which Peer Reviewed: 6 results) Presentation (32 results) Book (2 results) Remarks (3 results)

  • [Journal Article] Solvent-dependent fluorescence and circular dichroism properties of poly(quinoxaline-2,3-diyl)s bearing pyrene pendants2012

    • Author(s)
      Solvent-dependent fluorescence and circular dichroism properties of poly(quinoxaline-2,3-diyl)s bearing pyrene pendants
    • Journal Title

      Chem. Commun

      Volume: 48 Issue: 91 Pages: 11193-11195

    • DOI

      10.1039/c2cc36275a

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Suginome, Control of Helical Chirality of Poly(quinoxaline-2,3-diyl)s Based on Postpolymerization Modification of the Terminal Group by Small Chiral Molecules2012

    • Author(s)
      Yuuya Nagata, Satoru Ohashi, and Michinori
    • Journal Title

      J. Polym. Sci. Part A : Polym. Chem.

      Volume: 50 Issue: 8 Pages: 1564-1571

    • DOI

      10.1002/pola.25926

    • Related Report
      2012 Final Research Report 2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Control of Helical Chirality of Poly(quinoxaline-2,3-diyl)s Based on Postpolymerization Modification of the Terminal Group by Small Chiral Molecules2012

    • Author(s)
      Yuuya Nagata, Satoru Ohashi, and Michinori Suginome
    • Journal Title

      J. Polym. Sci. Part A: Polym. Chem.

      Volume: 50 Issue: 8 Pages: 1564-1571

    • DOI

      10.1002/pola.26030

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of poly(quinoxaline-2,3-diyl)s with alkoxy side chains by aromatizing polymerization of 4,5-dialkoxy-substituted 1,2-diisocyanobenzenes2011

    • Author(s)
      Yuuya Nagata and Michinori Suginome
    • Journal Title

      J. Polym. Sci. PartA : Polym. Chem.

      Volume: 49 Issue: 19 Pages: 4275-7282

    • DOI

      10.1002/pola.24871

    • NAID

      120005593701

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of poly(quinoxaline-2,3-diyl)s with alkoxy side chains by aromatizing polymerization of 4,5-dialkoxy-substituted 1,2-diisocyanobenzenes2011

    • Author(s)
      Yuuya Nagata and Michinori Suginome
    • Journal Title

      Journal of Polymer Science Part A: Polymer Chemistry

      Volume: 49 Pages: 4275-4282

    • NAID

      120005593701

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] High-Molecular-Weight Polyquinoxaline-Phosphine (PQXphos) as an Efficient Chiral Ligand for Asymmetric Biaryl Synthesis by Suzuki-Miyaura Coupling2011

    • Author(s)
      Takeshi Yamamoto, Yuto Akai, Yuuya Nagata, and Michinori Suginome
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 50 Issue: 38 Pages: 8844-8847

    • DOI

      10.1002/anie.201103792

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Presentation] キラル側鎖とアキラル側鎖を有するキノキサリンコポリマーのらせん不斉誘起に対するアキラル側鎖の影響2013

    • Author(s)
      長田 裕也・○西川剛・杉野目道紀
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス
    • Year and Date
      2013-03-22
    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Presentation] らせん状ポリキノキサリン薄膜による可視光選択反射:らせん方向過剰率の制御に基づく反射波長・円偏光キラリティー制御2013

    • Author(s)
      長田裕也・○高木圭介・田中瞬・杉野目道紀
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス
    • Year and Date
      2013-03-22
    • Related Report
      2012 Final Research Report
  • [Presentation] らせん状ポリキノキサリン薄膜による可視光選択反射:らせん方向過剰率の制御に基づく反射波長・円偏光キラリティー制御2013

    • Author(s)
      長田裕也・○高木圭介・田中瞬・杉野目道紀
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス
    • Related Report
      2012 Annual Research Report
  • [Presentation] Tsuyoshi Nishikawa,Michinori suginome、Solvent-dependent fluorescent change of poly(quinoxaline-2,3-diyl)s bearing pyrene pendants2012

    • Author(s)
      Yuuya Nagata
    • Organizer
      bearing pyrene pendants, International Kyoto Conference on New Aspects of Organic Chemistry
    • Place of Presentation
      リーガロイヤルホテル京都
    • Year and Date
      2012-11-13
    • Related Report
      2012 Final Research Report
  • [Presentation] Fabrication of Cholesteric Solid Thin Films of Poly(quinoxaline-2,3-diyl)s and Their Selective Reflection Behavior2012

    • Author(s)
      Yuuya Nagata, Keisuke Takagi,Shun Tanaka, and Michinori Suginome
    • Organizer
      International Kyoto Conference on New Aspects of Organic Chemistry
    • Place of Presentation
      リーガロイヤルホテル京都(京都市)
    • Year and Date
      2012-11-13
    • Related Report
      2012 Final Research Report
  • [Presentation] ポリキノキサリンの精密合成に基づくコレステリック固体薄膜の作成とその選択反射特性2012

    • Author(s)
      長田裕也・高木圭介・田中瞬・杉野目道紀
    • Organizer
      第61回高分子討論会
    • Place of Presentation
      名古屋工業大学
    • Year and Date
      2012-09-21
    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Presentation] Synthesis and helix sense selectivities of poly(quinoxaline-2,3-diyl)s exhibiting selective reflection in the visible region2012

    • Author(s)
      Yuuya Nagata, ○Keisuke Takagi,Shun Tanaka, and Michinori Suginome
    • Organizer
      The 24th International Symposium on Chiral Discrimination
    • Place of Presentation
      Fort Worth, Texas, USA
    • Year and Date
      2012-06-12
    • Related Report
      2012 Final Research Report
  • [Presentation] ピレン環を側鎖に有するポリ(キノキサリン-2,3-ジイル)の合成とその蛍光発光特性2012

    • Author(s)
      長田裕也・西川剛・杉野目道紀
    • Organizer
      第61回高分子学会年次大会
    • Place of Presentation
      パシフィコ横浜
    • Year and Date
      2012-05-31
    • Related Report
      2012 Final Research Report
  • [Presentation] Helix sense selectivities of poly(quinoxaline helix sense selectivities of poly(quinoxaline -2,3 -diyl)s and their selective reflections of visible light2012

    • Author(s)
      Yuuya Nagata, Keisuke Takagi,Shun Tanaka, and Michinori Suginome
    • Organizer
      Symposium on molecular chirality ASIA 2012
    • Place of Presentation
      九州大学医学部百年講堂(福岡市)
    • Year and Date
      2012-05-17
    • Related Report
      2012 Final Research Report
  • [Presentation] 水溶性光学活性らせん状ポリキノキサリンの合成2012

    • Author(s)
      長田裕也・○高木圭介・杉野目道紀
    • Organizer
      日本化学会第92春季年会, 3J2-07
    • Place of Presentation
      慶應義塾大学日吉キャンパス・矢上キャンパス
    • Year and Date
      2012-03-27
    • Related Report
      2012 Final Research Report
  • [Presentation] クロロオクチル側鎖を有するキラルポリキノキサリン薄膜の波長/円偏光選択反射:共重合比と機能の相関2012

    • Author(s)
      長田裕也・田中瞬・高木圭介・杉野目道紀
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス・矢上キャンパス
    • Year and Date
      2012-03-25
    • Related Report
      2012 Final Research Report
  • [Presentation] ピレン環を側鎖に有するポリ(キノキサリン-2,3-ジイル)の合成とその蛍光発光特性2012

    • Author(s)
      ○長田 裕也・西川 剛・杉野目 道紀
    • Organizer
      第61回高分子学会年次大会
    • Place of Presentation
      パシフィコ横浜
    • Related Report
      2012 Annual Research Report
  • [Presentation] Helix sense selectivities of poly(quinoxaline helix sense selectivities of poly(quinoxaline -2,3 -diyl)s and their selective reflections of visible light2012

    • Author(s)
      ○Yuuya Nagata, Keisuke Takagi, Shun Tanaka, and Michinori Suginome
    • Organizer
      Symposium on molecular chirality ASIA 2012
    • Place of Presentation
      Fukuoka, Japan
    • Related Report
      2012 Annual Research Report
  • [Presentation] Synthesis and helix sense selectivities of poly(quinoxaline-2,3-diyl)s exhibiting selective reflection in the visible region2012

    • Author(s)
      Yuuya Nagata, ○Keisuke Takagi, Shun Tanaka, and Michinori Suginome
    • Organizer
      The 24th International Symposium on Chiral Discrimination (Chirality 2012; ISCD-24)
    • Place of Presentation
      Fort Worth, Texas, USA
    • Related Report
      2012 Annual Research Report
  • [Presentation] Synthesis and fluorescent properties of Poly(quinoxaline-2,3-diyl)s bearing pyrene pentants2012

    • Author(s)
      Yuuya Nagata, ○Tsuyoshi Nishikawa, and Michinori Suginome
    • Organizer
      International Conference on Functional Organic Materials and Related Devices
    • Place of Presentation
      Taiwan
    • Related Report
      2012 Annual Research Report
  • [Presentation] Solvent-dependent fluorescent change of poly(quinoxaline-2,3-diyl)s bearing pyrene pendants2012

    • Author(s)
      Yuuya Nagata, ○Tsuyoshi Nishikawa, Michinori suginome
    • Organizer
      International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-12)
    • Place of Presentation
      Kyoto, Japan
    • Related Report
      2012 Annual Research Report
  • [Presentation] International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-12)2012

    • Author(s)
      ○Yuuya Nagata, Keisuke Takagi, Shun Tanaka, and Michinori Suginome
    • Organizer
      Fabrication of Cholesteric Solid Thin Films of Poly(quinoxaline-2,3-diyl)s and Their Selective Reflection Behavior
    • Place of Presentation
      Kyoto, Japan
    • Related Report
      2012 Annual Research Report
  • [Presentation] 側鎖にピレン部位を有するポリ(キノキサリン-2,3-ジイル)の合成とその蛍光特性2012

    • Author(s)
      長田裕也・○西川剛・杉野目道紀
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス・矢上キャンパス
    • Related Report
      2011 Research-status Report
  • [Presentation] キラルらせん高分子配位子PQXphosを用いたPd触媒不斉ヒドロシリル化反応2012

    • Author(s)
      山本武司・赤井勇斗・○足立拓海・長田裕也・杉野目道紀
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス・矢上キャンパス
    • Related Report
      2011 Research-status Report
  • [Presentation] クロロオクチル側鎖を有するキラルポリキノキサリン薄膜の波長/円偏光選択反射:共重合比と機能の相関2012

    • Author(s)
      ○長田裕也・田中瞬・高木圭介・杉野目道紀
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス・矢上キャンパス
    • Related Report
      2011 Research-status Report
  • [Presentation] キラルらせん高分子配位子PQXphos を用いたパラジウム触媒によるメチレンシクロプロパンの不斉開環シリルホウ素化2012

    • Author(s)
      ○赤井勇斗・山本武司・長田裕也・大村智通・杉野目道紀
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス・矢上キャンパス
    • Related Report
      2011 Research-status Report
  • [Presentation] 重合後修飾によるキラルらせん高分子配位子PQXphos の効率的合成法の開発2012

    • Author(s)
      ○山本武司・赤井勇斗・長田裕也・杉野目道紀
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス・矢上キャンパス
    • Related Report
      2011 Research-status Report
  • [Presentation] Helix Sense Selectivities of Poly(quinoxaline-2,3-diyl)s and Selective Reflections of Their Thin Film2011

    • Author(s)
      Yuuya Nagata
    • Organizer
      The International Symposium on Organometallic Chemistry
    • Place of Presentation
      大阪大学基礎工学部国際棟シグマホール(豊中市)
    • Year and Date
      2011-11-11
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthesis and Helix Sense Selectivities of Poly(quinoxaline-2 , 3-diyl)s Exhibiting Selective Reflection of Visible Light2011

    • Author(s)
      Yuuya Nagata
    • Organizer
      The 1st International Kyoto Symposium on Organic Nanostructures
    • Place of Presentation
      京都大学桂キャンパス(京都市)
    • Year and Date
      2011-11-10
    • Related Report
      2012 Final Research Report
  • [Presentation] 可視領域に選択反射を有するポリキノキサリン薄膜とその不斉構造制御2011

    • Author(s)
      長田裕也・高木圭介・田中瞬・杉野目道紀
    • Organizer
      第60回高分子討論会
    • Place of Presentation
      岡山大学津島キャンパス
    • Year and Date
      2011-09-29
    • Related Report
      2012 Final Research Report 2011 Research-status Report
  • [Presentation] Synthesis and Helix Sense Selectivities of Poly(quinoxaline-2,3-diyl)s Bearing Chiral Side Chains2011

    • Author(s)
      Yuuya Nagata, Tetsuya Yamada,Michinori Suginome
    • Organizer
      the 23rd International Symposium on Chiral Discrimination
    • Place of Presentation
      Liverpool, United Kingdom
    • Year and Date
      2011-07-10
    • Related Report
      2012 Final Research Report
  • [Presentation] 不斉らせん配位子PQXphos の新規合成法の開発:高分子反応による触媒活性ユニットの導入2011

    • Author(s)
      ○赤井勇斗・山本武司・長田裕也・杉野目道紀
    • Organizer
      第60回高分子学会年次大会
    • Place of Presentation
      大阪国際会議場
    • Related Report
      2011 Research-status Report
  • [Presentation] Palladium-catalyzed asymmetric Hydrosilylation of styrene using helically chiral polymer ligand PQXphos2011

    • Author(s)
      Takeshi Yamamoto, Yuto Akai, ○Takumi Adachi, Yuuya Nagata, Michinori Suginome
    • Organizer
      The 23rd International Symposium on Chiral Discrimination (Chirality 2011; ISCD-23)
    • Place of Presentation
      Liverpool, United Kingdom
    • Related Report
      2011 Research-status Report
  • [Presentation] Synthesis and Helix Sense Selectivities of Poly(quinoxaline-2,3-diyl)s Bearing Chiral Side Chains2011

    • Author(s)
      ○Yuuya Nagata, Tetsuya Yamada, Michinori Suginome
    • Organizer
      The 23rd International Symposium on Chiral Discrimination (Chirality 2011; ISCD-23)
    • Place of Presentation
      Liverpool, United Kingdom
    • Related Report
      2011 Research-status Report
  • [Presentation] Synthesis and Helix Sense Selectivities of Poly(quinoxaline-2,3-diyl)s Exhibiting Selective Reflection of Visible Light2011

    • Author(s)
      ○Yuuya Nagata
    • Organizer
      The 1st International Kyoto Symposium on Organic Nanostructures (IKSON-1)(招待講演)
    • Place of Presentation
      Kyoto, Japan
    • Related Report
      2011 Research-status Report
  • [Presentation] Helix Sense Selectivities of Poly(quinoxaline-2,3-diyl)s and Selective Reflections of Their Thin Film2011

    • Author(s)
      ○Yuuya Nagata
    • Organizer
      The International Symposium on Organometallic Chemistry 2011 (ISOMC 2011)(招待講演)
    • Place of Presentation
      Osaka, Japan
    • Related Report
      2011 Research-status Report
  • [Presentation] 側鎖にピレン部位を有するポリ(キノキサリン-2,3-ジイル)の合成とその蛍光特性

    • Author(s)
      長田裕也・西川剛・杉野目道紀
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス・矢上キャンパス
    • Related Report
      2012 Final Research Report
  • [Book] CSJカレントレビュー キラリティ(キラル化学)2013

    • Author(s)
      長田裕也, 杉野目道紀
    • Publisher
      化学同人
    • Related Report
      2012 Annual Research Report
  • [Book] Poly(quinoxaline-2,3-diyl)s, and Related Helical Polymers Utilized as Chiral Polymer Catalysts in Asymmetric Synthesis Polymeric Chiral Catalyst Design and Chiral Polymer Synthesis2011

    • Author(s)
      Yuuya Nagata and Michinori Suginome, Poly(isocyanide)s
    • Publisher
      Wiley
    • Related Report
      2012 Final Research Report
  • [Remarks]

    • URL

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

    • Related Report
      2012 Final Research Report
  • [Remarks] 京都大学 工学研究科 合成・生物化学専攻 杉野目研究室

    • URL

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

    • Related Report
      2012 Annual Research Report
  • [Remarks]

    • URL

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

    • Related Report
      2011 Research-status Report

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Published: 2011-08-05   Modified: 2019-07-29  

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