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2013 Fiscal Year Final Research Report

Catalytic Carbon Dioxide Fixation via Carbene Species

Research Project

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Project/Area Number 24655082
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionOsaka University

Principal Investigator

MINAKATA Satoshi  大阪大学, 工学(系)研究科(研究院), 教授 (90273599)

Co-Investigator(Kenkyū-buntansha) TAKEDA Youhei  大阪大学, 大学院工学研究科, 助教 (60608785)
Project Period (FY) 2012-04-01 – 2014-03-31
Keywords二酸化炭素 / カルベン / アルケン / シクロプロパン
Research Abstract

Preparation of a metal carbenoid by the reaction of carbon dioxide with disilane in the presence of transition metal catalyst has been investigated. We first investigated the cleavage of the silicon–silicon bond of disilane by transition metal catalysts. After extensive screening of metal catalysts, we found that Pd, Pt, and Cu catalysts were suitable for the silicon–silicon bond cleavage. For the reaction with carbon dioxide, further investigation of catalyst system using several ligands demonstrated that NHC-complex showed high reactivity toward the metal carbenoid formation. Indeed, the reaction of the carbenoid with styrene afforded the product that included carbon dioxide as a C1 unit.

  • Research Products

    (14 results)

All 2013 2012

All Journal Article (12 results) Presentation (2 results)

  • [Journal Article] Oxidative Dimerization of (Hetero)aromatic Amines Utilizing t‐BuOI Leading to (Hetero)aromatic Azo Compounds : Scope and Mechanistic Studies2013

    • Author(s)
      Satoshi Minakata
    • Journal Title

      J. Org. Chem.

      Volume: 78 (23) Pages: 12090-12105

    • DOI

      10.1021/jo402120w

  • [Journal Article] Metal-Free Aziridination of Styrene Derivatives with Iminoiodinane Catalyzed by a Combination of Iodine and Ammonium Iodide2013

    • Author(s)
      Satoshi Minakata
    • Journal Title

      Org. Lett.

      Volume: 15 Pages: 4858-4861

    • DOI

      10.1021/ol402276f

  • [Journal Article] PCy_3-Catalyzed Ring-Expansion of Aziridinofullerenes with CO_2 and Aryl Isocyanates : Evidence for a Two-Conseutive Nucleophilic Substitution Pathway on the Fullerene Cage2013

    • Author(s)
      Satoshi Minakata
    • Journal Title

      Chem. Eur. J.

      Volume: 19 Pages: 13479-13483

    • DOI

      10.1002/chem.201301617

  • [Journal Article] Hypervalent Iodine(III)-Induced Oxidative [4+2] Annulation of o-Phenylenediamines and Electron-Deficient Alkynes : Direct Synthesis of Quinoxalines from Alkyne Substrates under Metal-Free Conditions2013

    • Author(s)
      Satoshi Minakata
    • Journal Title

      Chem. Commun.

      Volume: 49 Pages: 9266-9268

    • DOI

      10.1039/C3CC45469J

  • [Journal Article] A Practical Synthesis of Azobenzenes through Oxidative Dimerization of Aromatic Amines Using tert-Butyl Hypoiodite2013

    • Author(s)
      Satoshi Minakata
    • Journal Title

      Synthesis

      Volume: 45 Pages: 1029-1033

    • DOI

      10.1055/s-0032-1318388

  • [Journal Article] Straightforward and Versatile Synthesis of Fullerooxazoles from C_<60> and Carboxamides through Radical Reactions under Mild Conditions2013

    • Author(s)
      Youhei Takeda, Satoru Enokijima, Toshiki Nagamachi, Kazuhisa Nakayama, Satoshi Minakata
    • Journal Title

      Asian J. Org. Chem.

      Volume: 2 Pages: 91-97

    • DOI

      10.1021/ajoc.201200114

  • [Journal Article] An Inclusion Complex of C_<60 > with Organosilylatedγ-Cyclodextrin : Drastic Enhancement of Apparent Solubility of C_<60> in Nonpolar and Weakly Polar Organic Solvents2013

    • Author(s)
      Youhei Takeda, Toshiki Nagamachi, Katsuaki Nishikori, Satoshi Minakata
    • Journal Title

      Asian J. Org. Chem.

      Volume: 2 Pages: 69-73

    • DOI

      10.1021/ajoc.201200160

  • [Journal Article] Transition-metal- free Benzylic C?H Bond Intermolecular Amination Utilizing Chloramine-T and I_22012

    • Author(s)
      Youhei Takeda, Junpei Hayakawa, Kazuki Yano, Satoshi Minakata
    • Journal Title

      Chem. Lett.

      Volume: 41 Pages: 1672-1674

    • DOI

      10.12461/cl.2012.1672

  • [Journal Article] Nucleophilic Ring-Opening of N-o-Nosylaziridines with N-Chloro-N-Sodiocarbamate : Facile Preparation of Differentially Protected Vicinal Diamines2012

    • Author(s)
      Youhei Takeda, Yuta Murakami, Yuki Ikeda, Satoshi Minakata
    • Journal Title

      Asian J. Org. Chem.

      Volume: 1 Pages: 226-230

    • DOI

      10.1021/ajoc.201200070

  • [Journal Article] Cyclizative Atmospheric CO_2 Fixation by Unsaturated Amines with t-BuOI Leading to Cyclic Carbamates2012

    • Author(s)
      Youhei Takeda, Sota Okumura, Saori Tone, Itsuro Sasaki, Satoshi Minakata
    • Journal Title

      Org. Lett.

      Volume: 14 Pages: 4874-4877

    • DOI

      10.1021/ol302201q

  • [Journal Article] Selective Functionalization of Fullerenes with N,N-Dihalosulfonamides as an N_1 Unit : Versatile Syntheses of Aza[60]fulleroids and Aziridino[60]fullerenes and their Application to Photovoltaic Cells2012

    • Author(s)
      Toshiki Nagamachi, Youhei Takeda, Kazuhisa Nakayama, Satoshi Minakata
    • Journal Title

      Chem. Eur. J.

      Volume: 18 Pages: 12035-12045

    • DOI

      10.1002/chem.201201680

  • [Journal Article] Oxidative Dimerization of Aromatic Amines Using tBuOI under Mild Conditions : Entry to Unsymmetric Aromatic Azo Compounds2012

    • Author(s)
      Youhei Takeda, Sota Okumura, Satoshi Minakata
    • Journal Title

      Angew. Chem., Int. Ed.

      Volume: 51 Pages: 7804-7808

    • DOI

      10.1002/anie.201202786

  • [Presentation] ヨウ素/アンモニウム塩触媒を活用したイミノヨージナンを窒素源とするアジリジン合成2013

    • Author(s)
      南方聖司
    • Organizer
      第16回ヨウ素学会シンポジウム
    • Place of Presentation
      千葉(ポスター発表)
    • Year and Date
      20130000
  • [Presentation] 次亜ヨウ素酸tert-ブチルを用いる不飽和アミンへの二酸化炭素固定による環状カルバマート合成2012

    • Author(s)
      奥村壮太、利根紗織、武田洋平、南方聖司
    • Organizer
      第15回ヨウ素学会シンポジウム
    • Place of Presentation
      千葉(ポスター発表)
    • Year and Date
      20120000

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Published: 2015-06-25  

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