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2010 Fiscal Year Self-evaluation Report

A GENERAL METHOD FOR THE SYNTHESIS OF POLYCYCLIC AROMATIC HYDROCARBONS BASED ON SEQUENCIAL CATIONIC CYCLIZATIONS

Research Project

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Project/Area Number 20350016
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionUniversity of Tsukuba (2009-2011)
Ibaraki University (2008)

Principal Investigator

ICHIKAWA Junji  University of Tsukuba, 大学院・数理物質科学研究科, 教授 (70184611)

Project Period (FY) 2008 – 2011
Keywords合成有機化学
Research Abstract

近年興味を集める多環式芳香族炭化水素には、らせん・環・直線構造といった多様な連結形式がある。本研究課題では、これらの芳香族化合物群全般の系統的合成法を確立する。フッ素のα-カチオン安定化効果と脱離能を利用したフルオロアルケンのFriedel-Cra負s型カチオン環化を基軸として、さらに脱水素(あるいは脱離)を組み合わせ、ベンゼン環の間に新たなベンゼン環を形成することで連結することにより、多環式芳香環骨格を効率的に構築する。この際、ビニル位フッ素と芳香環上の置換基の位置を選ぶことにより、各種連結形式に対応できる系統的合成手法となる。

  • Research Products

    (14 results)

All 2010 2009 2008 Other

All Journal Article (7 results) (of which Peer Reviewed: 7 results) Presentation (6 results) Remarks (1 results)

  • [Journal Article] Synthetic Methods for Heterocycles and Carbocycles Bearing Fluorinated One-Carbon Units (=CF_2, CHF_2, or CF_3) : Intramolecular Reaction of 2-Trifluoromethy1-1-alkenes2010

    • Author(s)
      J.Ichikawa
    • Journal Title

      J.Synth.Org.Chem.Jpn. 68

      Pages: 1175-1184

    • Peer Reviewed
  • [Journal Article] Rapid and Slow Generation of 1-Trifluoromethylvinyllithium : Syntheses and Applications of CF_3-Containing Allylic Alcohols, Allylic Amines, and Vinyl Ketones2010

    • Author(s)
      R.Nadano, K.Fuchibe, M.Ikeda, H.Takahashi, J.Ichikawa
    • Journal Title

      Chem.Asian J. 5

      Pages: 1875-1883

    • Peer Reviewed
  • [Journal Article] Transition-metal-catalyzed Electrophilic Activation of 1, 1-Difluoro-1-alkenes : Oxindole Synthesis via Intramolecular Animation2010

    • Author(s)
      H.Tanabe, J.Ichikawa
    • Journal Title

      Chem.Lett. 39

      Pages: 248-249

    • Peer Reviewed
  • [Journal Article] Oxidative Arylation Mediated by Naphthalene-1, 8-diylbis (diphenylmethylium) : Synthetic Route to Triarylsulfonium Salts2010

    • Author(s)
      H.Tanabe, T.Kawai, T.Saitoh, J.Ichikawa
    • Journal Title

      Chem.Lett. 39

      Pages: 56-57

    • Peer Reviewed
  • [Journal Article] Concise Synthesis of Halogenated Chrysenes ([4]Phenacenes) that Favor p-Stack Packing in Single Crystals2009

    • Author(s)
      H.Isobe, S.Hitosugi, T.Matsuno, T.Iwamoto, J.Ichikawa
    • Journal Title

      Org.Lett. 11

      Pages: 4026-4028

    • Peer Reviewed
  • [Journal Article] Facile Synthesis of 1,1-Difluoroallenes via the Difluorovinylidenation of Aldehydes and Ketones2009

    • Author(s)
      M.Yokota, K.Fuchibe, M.Ueda, Y.Mayumi, J.Ichikawa
    • Journal Title

      Org.Lett. 11

      Pages: 3994-3997

    • Peer Reviewed
  • [Journal Article] A Facile Synthesis of 1,1-Difluoroallenes from Commercially Available 1,1,1-Trifluoro-2-iodoethane

    • Author(s)
      K.Oh, K.Fuchibe, J.Ichikawa
    • Journal Title

      Synthesis 2011

      Pages: 881-886

    • Peer Reviewed
  • [Presentation] Transformation of C-F bonds via electrophilic activation of fluoro alkenes2010

    • Author(s)
      市川淳士
    • Organizer
      Pacifichem 2010
    • Year and Date
      2010-12-15
  • [Presentation] Friedel-Crafts Cyclizations of Fluro Alkenes Directed toward Polycyclic Aromatic Hydrocarbon (PAH) Synthesis2010

    • Author(s)
      市川淳士
    • Organizer
      3rd Korea-Japan-China Joint Seminar on Fluorine Chemistry
    • Place of Presentation
      Daejeon, Korea
    • Year and Date
      2010-09-09
  • [Presentation] Electrophilic Activation and Cyclizatious of 1,1-Difluoroalkenes with CaNmiic Palladium(II) Catalyst2009

    • Author(s)
      H.Tanabe, T.Morikawa, D.Fujita, M.Yokota, K.Fuchibe, J.Ichikawa
    • Organizer
      The International Conference on Fluorine Chemistry'09 Kyoto
    • Place of Presentation
      京都テルサ(京都)
    • Year and Date
      2009-05-21
  • [Presentation] 1,1-ジフルオロアレンへの求核付加反応による1,1-ジフルオロ-1-アルケンの合成2009

    • Author(s)
      渕辺耕平、上田美喜子、横田実咲、市川淳士
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      日本大学(船橋)
    • Year and Date
      2009-03-29
  • [Presentation] 二価パラジウム触媒による1,1-ジフルオロ-1-アルケンの活性化:分子内環化によるオキシインドール合成2009

    • Author(s)
      田辺寛幸、市川淳士
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      日本大学(船橋)
    • Year and Date
      2009-03-29
  • [Presentation] Electrophilic Activation and Cyclizations of 1,1-Difluoroalkenes with Cationic Palladium(II) Catalyst2008

    • Author(s)
      K.Fuchibe, M.Yokota, D.Fujita, H.Tanabe, J.Ichikawa
    • Organizer
      第55回有機金属化学討論会
    • Place of Presentation
      大阪府立大学
    • Year and Date
      2008-10-29
  • [Remarks] ホームページ

    • URL

      http://www.chem.tsukuba.ac.jp/junji/

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Published: 2012-02-13   Modified: 2016-04-21  

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