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2009 Fiscal Year Final Research Report

Development of Reductive Alkylation Reactions Catalyzed by Newly Designed PSiP Pincer-type Metal Complexes

Research Project

  • PDF
Project/Area Number 20750028
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Organic chemistry
Research InstitutionTokyo Institute of Technology

Principal Investigator

TAKAYA Jun  Tokyo Institute of Technology, 大学院・理工学研究科, 助教 (60401535)

Project Period (FY) 2008 – 2009
Keywords合成化学
Research Abstract

PSiP Pincer-type palladium complex-catalyzed hydrocarboxylation of unsaturated hydrocarbons, such as allenes and easily available 1,3-dienes, with carbon dioxide was successfully developed. Treatment of allenes and dienes with 1-5 mol% of silyl pincer-type palladium complex and AlEt_3 or ZnEt_2 as a stoichiometric reductant in DMF under 1 atm CO_2 afforded synthetically useful β,γ-unsaturated carboxylic acids in high yield with high regioselectivity. This protocol is successfully applied to a variety of substrates containing a functional group such as ester, carbamate, ketone and alkene, showing high synthetic utility of this protocol for the synthesis of β,γ-unsaturated carboxylic acids.

  • Research Products

    (20 results)

All 2010 2009 2008 Other

All Journal Article (7 results) (of which Peer Reviewed: 7 results) Presentation (12 results) Remarks (1 results)

  • [Journal Article] Bis(o-phosphinophenyl)silane as a Scaffold for Dynamic Behavior of H-Si and C-Si Bonds with Palladium(0)2009

    • Author(s)
      鷹谷絢、岩澤伸治
    • Journal Title

      Organometallics 28

      Pages: 6636-6638

    • Peer Reviewed
  • [Journal Article] Molybdenum(0)-Promoted Carbonylative Cyclization of o-Haloaryl- and β-Haloalkenylimine Derivatives by Oxidative Addition of a Carbon(sp2)-Halogen Bond: Preparation of Two Types ofγ-Lactams2009

    • Author(s)
      鷹谷絢、三宮健一郎、岩澤伸治
    • Journal Title

      Angew. Chem., Int. Ed. 48

      Pages: 7090-7093

    • Peer Reviewed
  • [Journal Article] 二酸化炭素固定化反応の開発2009

    • Author(s)
      岩澤伸治、鷹谷絢
    • Journal Title

      触媒 51

      Pages: 325-330

    • Peer Reviewed
  • [Journal Article] Hydrocarboxylation of Allenes with CO2 Catalyzed by Silyl Pincer-Type Palladium Complex2008

    • Author(s)
      鷹谷絢、岩澤伸治
    • Journal Title

      J. Am. Chem. Soc. 130

      Pages: 15254-15255

    • Peer Reviewed
  • [Journal Article] Copper(I)-Catalyzed Carboxylation of Aryl- and Alkenylboronic Esters2008

    • Author(s)
      鷹谷絢、只見聡、鵜飼和利、岩澤伸治
    • Journal Title

      Org. Lett. 10

      Pages: 2697-2700

    • Peer Reviewed
  • [Journal Article] Synthesis of N-fused tricyclic indoles by a tandem [1, 2] Stevens-type rearrangement/1, 2-alkyl migration of metal-containing ammonium ylides2008

    • Author(s)
      鷹谷絢、宇田川秀二、草間博之、岩澤伸治
    • Journal Title

      Angew. Chem., Int. Ed. 47

      Pages: 4906-4909

    • Peer Reviewed
  • [Journal Article] Synthesis, Structure, and Reactivity of Naphthalyne-Co2(CO)6 Complexes2008

    • Author(s)
      岩澤伸治、大塚麻衣子、山下聡美、青木昌雄、鷹谷絢
    • Journal Title

      J. Am. Chem. Soc. 130

      Pages: 6328-6329

    • Peer Reviewed
  • [Presentation] PSiPピンサー型パラジウム錯体を触媒とする1, 3-ジエン類のヒドロカルボキシル化反応2010

    • Author(s)
      佐々野浩太、鷹谷絢、岩澤伸治
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学本部キャンパス
    • Year and Date
      2010-03-27
  • [Presentation] PNPピンサー型レニウムカルボニル錯体の光異性化反応に基づく機能性金属錯体の創製2010

    • Author(s)
      金子将士、鷹谷絢、岩澤伸治
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学本部キャンパス
    • Year and Date
      2010-03-27
  • [Presentation] ホウ酸エステルを経由するアレーン類のワンポットカルボキシル化反応2010

    • Author(s)
      只見聡、鵜飼和利、鷹谷絢、岩澤伸治
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学本部キャンパス
    • Year and Date
      2010-03-26
  • [Presentation] PSiPピンサー型金属錯体を触媒とする二酸化炭素固定化反応の開発2010

    • Author(s)
      鷹谷絢
    • Organizer
      大学院教育プログラム院生企画シンポジウム
    • Place of Presentation
      九州大学
    • Year and Date
      2010-03-06
  • [Presentation] One-pot Protocol for Carboxylation of Arenes via their Boronic Esters2009

    • Author(s)
      只見聡、鵜飼和利、鷹谷絢、岩澤伸治
    • Organizer
      IKCOC-11
    • Place of Presentation
      リーガロイヤルホテル京都
    • Year and Date
      2009-11-12
  • [Presentation] PSiPピンサー型ニッケルならびにパラジウム錯体を用いる求核的カルボキシル化反応2009

    • Author(s)
      佐々野浩太、鷹谷絢、岩澤伸治
    • Organizer
      有機合成化学セミナー
    • Place of Presentation
      群馬県前橋市中央公民館
    • Year and Date
      2009-09-16
  • [Presentation] 環状アルキン-コバルトカルボニル錯体の[4+2]付加環化反応2009

    • Author(s)
      大井勲、稲葉健一、鷹谷絢、岩澤伸治
    • Organizer
      第56回有機金属化学討論会
    • Place of Presentation
      同志社大学今出川キャンパス
    • Year and Date
      2009-09-10
  • [Presentation] Hydrocarboxylation of Allenes with CO2 Catalyzed by Silyl Pincer-Type Palladium Complex2009

    • Author(s)
      鷹谷絢、岩澤伸治
    • Organizer
      OMCOS-15
    • Place of Presentation
      Glasgow, UK
    • Year and Date
      2009-07-28
  • [Presentation] シリルピンサー型ニッケルならびに白金ヒドリド錯体の合成研究2009

    • Author(s)
      鷹谷絢、岩澤伸治
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      日本大学理工学部船橋キャンパス
    • Year and Date
      2009-03-29
  • [Presentation] Pd触媒を用いる末端アルキン-ジコバルトヘキサカルボニル錯体のカップリング反応2009

    • Author(s)
      藤田晶子、鷹谷絢、岩澤伸治
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      日本大学理工学部船橋キャンパス
    • Year and Date
      2009-03-28
  • [Presentation] 新規シリルピンサー型ヒドリドパラジウム錯体を触媒とする二酸化炭素の還元的アリル化反応2008

    • Author(s)
      鷹谷絢、岩澤伸治
    • Organizer
      第55回有機金属化学討論会
    • Place of Presentation
      大阪府立大学中百舌鳥キャンパス
    • Year and Date
      2008-09-28
  • [Presentation] ケイ素-水素結合が配位した単核0価10族金属錯体の合成とその反応2008

    • Author(s)
      鷹谷絢、岩澤伸治
    • Organizer
      第58回錯体化学討論会
    • Place of Presentation
      金沢大学角間キャンパス
    • Year and Date
      2008-09-21
  • [Remarks]

    • URL

      http://www.chemistry.titech.ac.jp/~iwasawa/index.html

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Published: 2011-06-18   Modified: 2016-04-21  

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