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Creation of Highly Asymmetric Photoreaction in Supercritical Carbon Dioxide

Research Project

Project/Area Number 22850011
Research Category

Grant-in-Aid for Research Activity Start-up

Allocation TypeSingle-year Grants
Research Field Organic chemistry
Research InstitutionNara Institute of Science and Technology

Principal Investigator

NISHIYAMA Yasuhiro  奈良先端科学技術大学院大学, 物質創成科学研究科, 助教 (00581430)

Project Period (FY) 2010 – 2011
Project Status Completed (Fiscal Year 2011)
Budget Amount *help
¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000)
Fiscal Year 2011: ¥1,495,000 (Direct Cost: ¥1,150,000、Indirect Cost: ¥345,000)
Fiscal Year 2010: ¥1,625,000 (Direct Cost: ¥1,250,000、Indirect Cost: ¥375,000)
Keywords超臨界二酸化炭素 / 有機光化学 / クラスタリング / エントレーナー / 環境調和型プロセス
Research Abstract

In this work, we examined the entrainer (co-solvent) effect to an enantiodifferentiating photoreaction in supercritical carbon dioxide (scCO2). As a result, we elucidated that we could enhance the enantioselectivity adding the entrainer in scCO2 compared to that in conventional organic solvent or pure scCO2media, irrespective of the kind of entrainer. Furthermore, we performed the other diastereoselective photoreaction in scCO2, and elucidated that we could obtain the higher diastereoselectivity than that in organic solvent, though the reaction conversion was lowered slightly.

Report

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

    (22 results)

All 2013 2012 2011 2010 Other

All Journal Article (4 results) (of which Peer Reviewed: 4 results) Presentation (15 results) (of which Invited: 1 results) Book (2 results) Remarks (1 results)

  • [Journal Article] Entrainer Effects on Enantio -differentiating Photocyclization of 5-Hydroxy-1,1-diphenylpentene in Near- and Supercritical Carbon Dioxide2012

    • Author(s)
      Yasuhiro Nishiyama, Takehiko Wada, Kiyomi Kakiuchi, Yoshihisa Inoue
    • Journal Title

      The Journal of Organic chemistry

      Volume: 77 Pages: 5681-5686

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Microenvironmental control of enantiodifferentiating photocyclization of 5-hydroxy-1,1-diphenylpentene through selective solvation2012

    • Author(s)
      Yasuhiro Nishiyama, Takehiko Wada, Kiyomi Kakiuchi, Yoshihisa Inoue
    • Journal Title

      Chirality

      Volume: 24 Pages: 400-405

    • Related Report
      2011 Annual Research Report 2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Entrainer Effects on Enantiodifferentiating Photocyclization of 5-Hydroxy-1,1-diphenylpentene in Near- and Supercritical Carbon Dioxide2012

    • Author(s)
      Y. Nishiyama, T. Wada, K. Kakiuchi, Y. Inoue
    • Journal Title

      Journal of Organic Chemistry

      Volume: 77 Issue: 13 Pages: 5681-5686

    • DOI

      10.1021/jo300816w

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 高圧力下ならびに超臨界流体中でのキラル光化学2011

    • Author(s)
      井上佳久、西山靖浩
    • Journal Title

      高圧力の科学と技術

      Volume: 21 Pages: 30-36

    • NAID

      10028049296

    • Related Report
      2011 Final Research Report 2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] 超臨界二酸化炭素を反応媒体としたジアステレオ選択的[2+2]光付加環化反応2013

    • Author(s)
      中谷和哉、西山靖浩、垣内喜代三
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      滋賀
    • Year and Date
      2013-03-22
    • Related Report
      2011 Final Research Report
  • [Presentation] Chiral Photochemistry in Supercritical Carbon Dioxide2012

    • Author(s)
      Yasuhiro Nishiyama, Kiyomi Kakiuchi, Yoshihisa Inoue
    • Organizer
      3rd Annual World Congress of Catalytic Asymmetric Synthesis
    • Place of Presentation
      Beijing International Convention Center (China)
    • Year and Date
      2012-05-14
    • Related Report
      2011 Final Research Report
  • [Presentation] 超臨界二酸化炭素を利用した高選択的光不斉反応2011

    • Author(s)
      西山靖浩、垣内喜代三、井上佳久
    • Organizer
      2011年光化学討論会
    • Place of Presentation
      宮崎
    • Year and Date
      2011-09-07
    • Related Report
      2011 Final Research Report
  • [Presentation] Chiral Photochemistry in Supercritical Carbon Dioxide2011

    • Author(s)
      Yasuhiro Nishiyama, Kiyomi Kakiuchi, Yoshihisa Inoue
    • Organizer
      Gordon Research Conference
    • Place of Presentation
      Boston, USA
    • Year and Date
      2011-07-13
    • Related Report
      2011 Final Research Report
  • [Presentation] 補溶媒効果を利用した超臨界二酸化炭素中における高選択的不斉光反応2011

    • Author(s)
      西山靖浩、和田健彦、井上佳久、垣内喜代三
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川
    • Year and Date
      2011-03-11
    • Related Report
      2011 Final Research Report
  • [Presentation] 補溶媒効果を利用した超臨界二酸化炭素中における高選択的不斉光反応2011

    • Author(s)
      西山靖浩
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      日本化学会第91春季年会(2011)講演予稿集
    • Year and Date
      2011-03-11
    • Related Report
      2010 Annual Research Report
  • [Presentation] Chiral Photochemistry in Supercritical Carbon Dioxide2011

    • Author(s)
      西山靖浩
    • Organizer
      Gordon Research Conference
    • Place of Presentation
      Stonehill College (MA, USA)
    • Related Report
      2011 Annual Research Report
  • [Presentation] Entrainer effects on photosensitized enantiodifferentiating cyclization and isomerization of cyclooctene in supercritical carbon dioxide2010

    • Author(s)
      Yasuhiro Nishiyama, Hirosuke Saito, Takehiko Wada, Kiyomi Kakiuchi, Yoshihisa Inoue
    • Organizer
      PACIFICHEM 2010
    • Place of Presentation
      Honolulu, USA
    • Year and Date
      2010-12-17
    • Related Report
      2011 Final Research Report
  • [Presentation] Entrainer effects on photosensitized enantiodifferentiating cyclization and isomerization in supercritical carbon dioxide2010

    • Author(s)
      西山靖浩
    • Organizer
      2010環太平洋国際化学会議(PACIFICHEM 2010)
    • Place of Presentation
      Convention Center (Honolulu, USA)
    • Year and Date
      2010-12-17
    • Related Report
      2010 Annual Research Report
  • [Presentation] 超臨界二酸化炭素中における不斉光増感反応へのエントレーナー効果2010

    • Author(s)
      西山靖浩、斎藤宏典、和田健彦、井上佳久、垣内喜代三
    • Organizer
      2010年光化学討論会
    • Place of Presentation
      千葉
    • Year and Date
      2010-09-10
    • Related Report
      2011 Final Research Report
  • [Presentation] 超臨界二酸化炭素中における不斉光増感反応へのエントレーナー効果2010

    • Author(s)
      西山靖浩
    • Organizer
      2010年光化学討論会
    • Place of Presentation
      千葉大学西千葉キャンパス
    • Year and Date
      2010-09-10
    • Related Report
      2010 Annual Research Report
  • [Presentation] 超臨界二酸化炭素中での不斉光反応2010

    • Author(s)
      西山靖浩
    • Organizer
      第32回光化学若手の会
    • Place of Presentation
      宮城
    • Year and Date
      2010-07-03
    • Related Report
      2011 Final Research Report
  • [Presentation] 超臨界二酸化炭素中での不斉光反応2010

    • Author(s)
      西山靖浩
    • Organizer
      第32回光化学若手の会
    • Place of Presentation
      モンタナリゾート岩沼(宮城)
    • Year and Date
      2010-07-03
    • Related Report
      2010 Annual Research Report
  • [Presentation] 超臨界二酸化炭素を利用した高選択的光不斉反応

    • Author(s)
      西山靖浩
    • Organizer
      2011光化学討論会
    • Place of Presentation
      宮崎市河畔コンベンションエリア
    • Related Report
      2011 Annual Research Report
  • [Presentation] Chiral Photochemistry in Supercritical Carbon Dioxide

    • Author(s)
      西山靖浩
    • Organizer
      3rd Annual World Congress of Catalytic Asymmetric Synthesis
    • Place of Presentation
      Beijing International Convention Center (China)
    • Related Report
      2011 Annual Research Report
    • Invited
  • [Book] 「新しい溶媒を用いた有機合成」2013

    • Author(s)
      西山靖浩
    • Total Pages
      10
    • Publisher
      S&T出版
    • Related Report
      2011 Annual Research Report
  • [Book] 新しい溶媒を用いた有機合成2012

    • Author(s)
      西山靖浩、垣内喜代三、井上佳久
    • Publisher
      S&T出版
    • Related Report
      2011 Final Research Report
  • [Remarks] 奈良先端科学技術大学院大学 物質創成科学研究科 反応制御科学研究室 ホームページ

    • URL

      http://mswebs.naist.jp/LABs/kakiuchi/index-j.html

    • Related Report
      2011 Annual Research Report

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Published: 2010-08-27   Modified: 2016-04-21  

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