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Precise control of radical reaction utilizing the synergistic effects of heavier heteroatom compounds

Research Project

Project/Area Number 18064015
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionKyoto University

Principal Investigator

YAMAGO Shigeru  Kyoto University, 化学研究所, 教授 (30222368)

Project Period (FY) 2006 – 2009
Project Status Completed (Fiscal Year 2009)
Budget Amount *help
¥29,100,000 (Direct Cost: ¥29,100,000)
Fiscal Year 2009: ¥7,200,000 (Direct Cost: ¥7,200,000)
Fiscal Year 2008: ¥7,300,000 (Direct Cost: ¥7,300,000)
Fiscal Year 2007: ¥7,300,000 (Direct Cost: ¥7,300,000)
Fiscal Year 2006: ¥7,300,000 (Direct Cost: ¥7,300,000)
Keywordsヘテロ原子 / ラジカル反応 / テルル / アンチモン / ビスマス / ヘテロ元素 / リビングラジカル重合 / 高周期へテロ元素 / 反応機構 / 機能性材料 / ジテルリド / ジスチビン / チオビスムチン / ヘテロ元素化合物 / 高周期元素 / 反応制御 / グラジカル重合 / 反応速度論
Research Abstract

New methods to increase the control of radical reactions and radical polymerization reactions have been developed through deep understanding of the reactivities of organoheteroatom compounds. We have mainly carried out 1) the elucidation of the reactivity difference of heteroatom species used as precursors of carbon centered radicals, and 2) the use of diheteroatom compounds, which possess heteroatom-heteroatom sigma bond, for the control of the reactions. Besides these results, we also developed a new condition for the highly controlled and efficient living radical polymerization, which is triggered by photo-irradiation, and the new synthetic route to structurally highly defined polymers through the selective transformation of living polymer ends.

Report

(6 results)
  • 2009 Annual Research Report   Final Research Report ( PDF )
  • 2008 Annual Research Report   Self-evaluation Report ( PDF )
  • 2007 Annual Research Report
  • 2006 Annual Research Report
  • Research Products

    (46 results)

All 2010 2009 2008 2007 2006 Other

All Journal Article (25 results) (of which Peer Reviewed: 19 results) Presentation (11 results) Remarks (3 results) Patent(Industrial Property Rights) (7 results)

  • [Journal Article] Synthesis of [8] Cycloparaphenylene from a Square-Shaped Tetranuclear Platinum Complex2010

    • Author(s)
      Yamago, S.; Watanabe, Y.; Iwamoto, T.
    • Journal Title

      Angew.Chem.Int.Ed. 49

      Pages: 757-759

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Precision Polymer Synthesis by Degenerative Transfer Controlled/Living Radical Polymerization Using Organotellurium, Organostibine, and Organobismuthine Chain Transfer Agents2009

    • Author(s)
      Yamago, S.
    • Journal Title

      Chem. Rev. 109

      Pages: 5051-5068

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Structurally Well-Controlled ω-Vinylidene Functionalized Poly(alkyl Methacrylate)s and Polymethacrylonitrile by Organotellurium, Organostibine, and Organobismuthine-Mediated Living Radical Polymerizations2009

    • Author(s)
      Yamago, S.; Kayahara, E.; Yamada, H.
    • Journal Title

      H. React. Function. Polym. 69

      Pages: 416-423

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Development of an Arylthiobismuthine Cocatalyst in Organobismuthine-Mediated Living Radical Polymerization. Applications for Synthesis of Ultrahigh Molecular Weight Polystyrenes and Polyacrylates2009

    • Author(s)
      Kayahara, E.; Yamago, S.
    • Journal Title

      J. Am. Chem. Soc. 131

      Pages: 2508-2513

    • Related Report
      2009 Final Research Report 2008 Self-evaluation Report
    • Peer Reviewed
  • [Journal Article] Organotellurium-Mediated Controlled/Living Radical Polymerization Initiated by Direct C-Te Bond Photolysis2009

    • Author(s)
      Yamago, S.; Ukai, Y.; Matsumoto, A.; Nakamura, Y.
    • Journal Title

      J. Am. Chem. Soc. 131

      Pages: 2100-2101

    • Related Report
      2009 Final Research Report 2008 Self-evaluation Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Structurally Well-Defined Telechelic Polymers by Organostibine-Mediated Living Radical Polymerization. In Situ Generation of Functionalized Transfer Agents and Selective ω-End Group Transformations2009

    • Author(s)
      Yamago, S.; Yamada, T.; Togai, M.; Ukai, Y.; Kayahara, E.; Pan, N.
    • Journal Title

      Chem. Eur. J. 15

      Pages: 1018-1029

    • Related Report
      2009 Final Research Report 2008 Self-evaluation Report
    • Peer Reviewed
  • [Journal Article] Precision Polymer Synthesis by Degenerative Transfer Controlled/Living Radical Polymerization Using Organotellurium, Organostibine, and Organobismuthine Chain Transfer Agents2009

    • Author(s)
      Yamago, S.
    • Journal Title

      Chem.Rev. 109

      Pages: 5051-5068

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Structurally Well-Controlled θ-Vinylidene Functionalized Poly(alkyl Methacrylate)s and Polymethacrylonitrile by Organotellurium, Organostibine, and Organobismuthine-Mediated Living Radical Polymerizations2009

    • Author(s)
      Yamago, S.; Kayahara, E.; Yamada, H.
    • Journal Title

      React.Function.Polym. 69

      Pages: 416-123

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of an Arylthiobismuthine Cocatalyst in Organobismuthine-Mediated Living Radical Polymerization. Applications for Synthesis of Ultrahigh Molecular Weight Polystyrenes and Polyacrylates2009

    • Author(s)
      Kayahara, E. ; Yamago, S.
    • Journal Title

      J. Am. Chem. Soc. 131

      Pages: 2508-2513

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Organotellurium-Mediated Controlled/Living Radical Polymerization Initiated by Direct C-Te Bond Photolysis2009

    • Author(s)
      Yamago, S. ; Ukai, Y. ; Matsumoto, A. ; Nakamura. Y.
    • Journal Title

      J. Am. Chem. Soc. 131

      Pages: 12100-2101

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Pore Formation in Poly(divinylbenzene) Networks Derived from Organotellurium-Mediated Living Radical Polymerization2009

    • Author(s)
      Hasegawa, J. ; Kanamori, K. ; Nakanishi, K. ; Hanada. T. ; Yamacio, S
    • Journal Title

      Macromolecuels 42

      Pages: 1270-1277

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Arylthiols as Highly Chemoselective and Environmentally Benign Radical Reducing Agents2008

    • Author(s)
      Yamago, S.; Matsumoto, A.
    • Journal Title

      J. Org. Chem. 73

      Pages: 7300-7304

    • Related Report
      2009 Final Research Report 2008 Self-evaluation Report
    • Peer Reviewed
  • [Journal Article] Optimization of Organotellurium Transfer Agents for Highly Controlled Living Radical Polymerization2008

    • Author(s)
      Kayahara, E.; Yamago, S.; Kwak, Y.; Goto, A.; Fukuda, T.
    • Journal Title

      Macromolecules 41

      Pages: 527-529

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Kinetic Study on Role of Ditelluride for Organotellurium-Mediated Living Radical Polymerization (TERP)2007

    • Author(s)
      Kwak, Y.; Tezuka, M.; Goto, A.; Fukuda, T.; Yamago, S.
    • Journal Title

      Macromolecules 40

      Pages: 1881-1885

    • Related Report
      2009 Final Research Report 2008 Self-evaluation Report 2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Highly Controlled Living Radical Polymerization through Dual Activation of Organobismuthines2007

    • Author(s)
      Yamago, S.; Kayahara, E.; Kotani, M.; Ray, B.; Kwak, Y.; Goto, A.; Fukuda, T.
    • Journal Title

      Angew. Chem. Int. Ed. 46

      Pages: 1304-1306

    • Related Report
      2009 Final Research Report 2008 Self-evaluation Report
    • Peer Reviewed
  • [Journal Article] Organotellurium-Mediated Living Radical Polymerization in Miniem ulsion2007

    • Author(s)
      Sugihara, Y.; Kagawa, Y.; Yamago, S.; Okubo, M.
    • Journal Title

      Macromolecules 40

      Pages: 9208-9211

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 新しい精密重合に向けた元素化学的アプローチ2007

    • Author(s)
      山子茂
    • Journal Title

      未来材料 7

      Pages: 36-40

    • NAID

      40015615283

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Kinetic Study on Role of Ditelluride for Organotellurium-Mediated Living Radical Polymerization (TERP)2007

    • Author(s)
      Kwak, Y., Tezuka, M., Goto, A., Fukuda, T., Yamago, S.
    • Journal Title

      Macromolecules 40

      Pages: 1881-1885

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Highly Controlled Synthesis of Poly-N-Vinylpyrrolidone and Its Block Copolymers by Organostibine-Mediated Living Radical Polymerization2006

    • Author(s)
      Ray, B.; Kotani, M.; Yamago, S.
    • Journal Title

      Macromolecules 39

      Pages: 5259-5265

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] A Systematic Study on Activation Processes in Organotellurium-Mediated Living Radical Polymerizations (TERPs) of Styrene, Methyl Methacrylate, Methyl Acrylate, and Vinyl Acetate2006

    • Author(s)
      Kwak, Y.; Goto, A.; Fukuda, T.; Kobayashi, Y.; Yamago, S.
    • Journal Title

      Macromolecules 39

      Pages: 4671-4679

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] A Systematic Study on Activation Processes in Organotellurium-Mediated Living Radical Polymerizations (TERPs) of Styrene, Methyl Methacrylate, Methyl Acrylate, and Vinyl Acetate2006

    • Author(s)
      Kwak, Y., Goto, A., Fukuda, T., Kobayashi, Y., Yamago, S.
    • Journal Title

      Macromolecules 39

      Pages: 4671-4679

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Highly Controlled Synthesis of Poly-N-Vinylpyrrolidone and Its Block Copolymers by Organostibine-Mediated Living Radical Polymerization2006

    • Author(s)
      Ray, B., Kotani, M., Yamago, S.
    • Journal Title

      Macromolecules 39

      Pages: 5259-5265

    • Related Report
      2006 Annual Research Report
  • [Journal Article] The Development of Organotelluriu-Mediated and Organostibine-Mediated Living Radical Polymerization Reactions2006

    • Author(s)
      Yamago, S.
    • Journal Title

      J.Polym.Sci.Part A : Polym.Chem. 44

      Pages: 1-12

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Dialkylphosphates as Stereo-Directing Protective Groups in Oligosaccharide Synthesis2006

    • Author(s)
      Yamada, T., Takemura, K., Yoshida, J., Yamago, S.
    • Journal Title

      Angew.Chem.Int.Ed. 45

      Pages: 7575-7578

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Highly Controlled Living Radical Polymerization through Dual Activation of Organobismuthines2006

    • Author(s)
      Yamago, S., Kayahara, E., Kotani, M., Ray, B., Kwak, Y., Goto, A., Fukuda, T.
    • Journal Title

      Angew.Chem.Int.Ed. 46

      Pages: 1304-1306

    • Related Report
      2006 Annual Research Report
  • [Presentation] トテロ元素の特性を利用する精密ラジカル反応の開発2010

    • Author(s)
      山子茂
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      大阪
    • Year and Date
      2010-03-26
    • Related Report
      2009 Annual Research Report
  • [Presentation] ヘテロ元素の特性を利用する精密ラジカル反応の開発2010

    • Author(s)
      山子茂
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学, 大阪
    • Related Report
      2009 Final Research Report
  • [Presentation] Organotellurium-Mediated Controlled/Living Radical Polymerization Initiated by Carbon-Tellurium bond Photolysis2009

    • Author(s)
      Yamago, S.; Ukai, Y.; Matsumoto, A.; Nakamura, T.
    • Organizer
      11th Pacific Polymer Conference
    • Place of Presentation
      Cairns, Australia
    • Related Report
      2009 Final Research Report
  • [Presentation] Taming Controlled/Living Radical Polymerization Reactions Using Organoheteroatom Compounds2009

    • Author(s)
      Yamago, S.
    • Organizer
      4th Pacific Symposium on Radical Chemistry
    • Place of Presentation
      Shanghai, China
    • Related Report
      2009 Final Research Report
  • [Presentation] Recent Advances in Organoheteroatom-Mediated Controlled/Living Radical Polymerization2009

    • Author(s)
      Yamago, S.
    • Organizer
      The 1st Federation of Asian Polymer Societies Polymer Congress
    • Place of Presentation
      Nagoya, Japan
    • Related Report
      2009 Final Research Report
  • [Presentation] Organotellurium Mediated Living Radical polymerization Initiated by Direct C-Te Bond Photolysis2009

    • Author(s)
      Yamago, S.
    • Organizer
      International Symposium on Advanced Green Catalysis and Materials
    • Place of Presentation
      Taipei, Taiwan
    • Related Report
      2009 Final Research Report
  • [Presentation] A New Thiobismuthine Cocatalyst in Organobismuthine-mediated Living Radical Polymerization2008

    • Author(s)
      Yamago, S.; Kayahara, E.
    • Organizer
      American Chemical Society National meeting, 5th Controlled/Living Radical Polymerization Symposium
    • Place of Presentation
      Philadelphia, USA
    • Related Report
      2009 Final Research Report
  • [Presentation] Organotellurium Mediated Living Radical polymerization Initiated by Direct C-Te Bond Photolysis2008

    • Author(s)
      Yamago, S
    • Organizer
      International Symposium on Advanced Green Catalysis and Materials
    • Related Report
      2008 Annual Research Report
  • [Presentation] Effects of Heteroatoms in Highly Controlled Living Radical Polymerizations2007

    • Author(s)
      Yamago, S.
    • Organizer
      2007 Japan-Korea Joint Forum on Living/Controlled Polymerization and the Related Subjects
    • Place of Presentation
      Gwanju, Korea
    • Year and Date
      2007-05-03
    • Related Report
      2009 Final Research Report
  • [Presentation] Effects of Heteroatoms in Living Radical Polymerization2007

    • Author(s)
      Yamago, S.
    • Organizer
      The 1st International Symposium on Synergy of Elements
    • Place of Presentation
      Tokyo
    • Related Report
      2007 Annual Research Report
  • [Presentation] Recent Advances in Radical Reactions of Organotellurium Compounds2006

    • Author(s)
      Yamago, S.
    • Organizer
      16th IUPAC International Conference on Organic Synthesis
    • Place of Presentation
      Merida, Mexico
    • Related Report
      2009 Final Research Report
  • [Remarks]

    • URL

      http://www.scl.kyoto-u.ac.jp/~yasuyuki/

    • Related Report
      2009 Final Research Report
  • [Remarks]

    • Related Report
      2009 Annual Research Report
  • [Remarks]

    • URL

      http://www.scl.kyoto-u.ac.jp/~yasuyuki

    • Related Report
      2008 Self-evaluation Report
  • [Patent(Industrial Property Rights)] 有機アンチモン化合物、その製造方法、リビングラジカル重合開始剤、それを用いるポリマーの製造方法及びポリマー2010

    • Inventor(s)
      山子茂、レイビスワジット、亀島隆
    • Industrial Property Rights Holder
      大塚化学株式会社、科学技術振興機構
    • Acquisition Date
      2010-03-19
    • Related Report
      2009 Final Research Report
  • [Patent(Industrial Property Rights)] 有機アンチモン化合物、その製造方法、リビングラジカル重合開始剤、それを用いるポリマーの製造方法及びポリマー2010

    • Inventor(s)
      山子茂、レイビスワジット、亀島隆、河野和浩
    • Industrial Property Rights Holder
      大塚化学株式会社、科学技術振興機構
    • Acquisition Date
      2010-03-19
    • Related Report
      2009 Annual Research Report
  • [Patent(Industrial Property Rights)] Manufacture of terminally modified acrylic polymer having excellent thermal decomposability at low temperature2009

    • Inventor(s)
      Yamago, S.; Fukui, H.
    • Industrial Property Rights Holder
      Sekisui Chemical Co.
    • Filing Date
      2009-06-04
    • Related Report
      2009 Final Research Report
  • [Patent(Industrial Property Rights)] シクロパラフェニレンおよびその類縁体の合成法2009

    • Inventor(s)
      山子茂
    • Industrial Property Rights Holder
      京都大学
    • Industrial Property Number
      2009-224788
    • Filing Date
      2009-09-29
    • Related Report
      2009 Annual Research Report
  • [Patent(Industrial Property Rights)] Living radical polymerization auxiliary catalysts giving controlled molecular weight and polydispersity2008

    • Inventor(s)
      Yamago, S.; Sugoh, K.; Umemoto, H.
    • Industrial Property Rights Holder
      Otsuka Chemical Co.
    • Filing Date
      2008-09-12
    • Related Report
      2009 Final Research Report
  • [Patent(Industrial Property Rights)] 末端に官能基を有するリビングラジカルポリマーの製造方法2008

    • Inventor(s)
      山子茂, 菅生久仁彦
    • Industrial Property Rights Holder
      京都大学, 大塚化学(株)
    • Industrial Property Number
      2008-061884
    • Filing Date
      2008-03-11
    • Related Report
      2007 Annual Research Report
  • [Patent(Industrial Property Rights)] リビングラジカル重合反応助触媒2007

    • Inventor(s)
      山子 茂, 菅生 久仁彦, 梅本 光
    • Industrial Property Rights Holder
      京都大学, 大塚化学株式会社
    • Industrial Property Number
      2007-000057
    • Filing Date
      2007-03-07
    • Related Report
      2006 Annual Research Report

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Published: 2006-04-01   Modified: 2018-03-28  

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