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Development of Novel Catalytic systems Using by the Cp'-P Ligand Having a Planar Chirality

Research Project

Project/Area Number 11650894
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionOsaka University

Principal Investigator

KATAOKA Yasutaka  Graduate Graduate School of Engineering Science, Osaka University, Assistant Professor, 大学院・基礎工学研究科, 助教授 (90221879)

Project Period (FY) 1999 – 2001
Project Status Completed (Fiscal Year 2001)
Budget Amount *help
¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 2001: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 2000: ¥800,000 (Direct Cost: ¥800,000)
Fiscal Year 1999: ¥2,000,000 (Direct Cost: ¥2,000,000)
KeywordsCp'-P ligand / planar chirality / stereogenic center / chirality on Rh center / migration / retro-migratoryinsertion / acylmethylation / stereoselective / アミノアルコール / ジイン誘導体 / メチルアシル化反応 / イミン / ロジウム / ジヒドロフラン / アルデヒド / ノルボルネン / イシン / 立体特異的 / 金属上の不斉 / アルキン / 立体特異点 / 位置選択的 / アルケニル錯体
Research Abstract

I have been working on chemistry of transition metal complexes having the Cp'-P ligand. The Cp'-P ligand has both a cyclopentadienyl derivatives and a tertiary phosphine group connected by an appropriate spacer. The complexes having Cp'-P ligand are expected to show the combination character of cyclopentadienyl complexes and phosphino complexes. Addition of them, we can disclose an interesting behavior of the Cp'-P ligand through our research.
In this project, I can find some interesting results obtained by using the Cp'-P ligand. Main points are shown the followings.
First, I have prepared the several kinds of Cp'-P ligand and examined their characters. We can find out that the combination of planar chirality and stereogenic center on the substituent was very effective for controlling the chirality on Rh center.
Second, we have obtain experimental evidence for migration of an alkyl group in migratory insertion and retro-Migratory Insertion by using the three-legged piano-stool rhodium Complex having Cp'-P Ligand.
Third, as an application to organic synthesis, I have developed stereo- and regio selective acylmethylation of alkynes mediated by the Cp'-P Rh complexes.

Report

(4 results)
  • 2001 Annual Research Report   Final Research Report Summary
  • 2000 Annual Research Report
  • 1999 Annual Research Report
  • Research Products

    (13 results)

All Other

All Publications (13 results)

  • [Publications] Yasutaka kataoka et al.: "The Third Generation of the Cp'-P Ligand : Highly Stereoselective Control of Central Chirality Arising at a Metal Center"Organometallics. 18巻. 5423-5425 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yasutaka kataoka et al.: "Configurationally Stable Metal-centered Chirality : Stereospecific and Regioselective Rhodaacylation of Alkynes Controlled by the Third Generation of the [Cp'-P]H Ligand"Chem. Commun.. 841-842

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yasutaka kataoka et al.: "Stereospecific CO Insertion into the Rh-Methyl s-bond in [(Cp'-P)Rh(CO)(Me)]BF_4 and Deinsertion from [(Cp'-P)Rh(COMe)I] : Experimental Evidences for Methyl Migration"Organometallics. 20巻. 2431-2433 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Kasuhide Tani, Yasutaka Kataoka: "O-H Bond Activation and Addition to Unsaturated Systems in "Catalytid Heterofunctionalization, ed. by H. Gruzmacher and A. Togni""Wiley-VCH. 42 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yasutaka Kataoka, Yoko Iwato, Tsuneaki Yamagata, and Kazuhide Tani: "The Third Generation of the Cp'-P Ligand: Highly Stereoselective Control of Central Chirality Arising at a Metal Center"Organometallics. 18. 5423-5425 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yasutaka Kataoka, Atsushi Shibahara, Tsuneaki Yamaeata and Kazuhide Tani: "Configurationally Stable Metal -centered Chirality: Stereospecific and Regioselective Rhodaacylation of Alkynes Controlled by the Third Generation of the [Cp'-P]H Ligand"Chem. Commun.. 841-842 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yasutaka Kataoka, Atsushi Shibahara, Tsuneaki Yamaeata and Kazuhide Tani: "Stereospecific CO Insertion into the Rh-Methyl σ-Bond in [(Cp'-P)Rh(CO) (Me)]BF4 and Deinsertion from [(Cp'-P)Rh(COMe)I]: Experimental Evidences for Methyl Migration"Organometallics. 20. 2431-2433 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Kazuhide Tani, Yasutaka Kataoka: "O-H Activation and Addition to Unsaturated Systems"In Catalytic Heterofunctibnalization, ed. by H. Grutzmacher and A. Togni, Capter 10, pp 171-216, Wiley-VCH, Weiheim. (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yasutaka Kataoka et al.: "Acetonitrile Accelerated Stereoselective C-H Bond Activation of the Cationic Ir(I) Complex Having the PN/CH3 Heterochelate Hybrid Ligands"Chemistry Letters. 300-301 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Yasutaka Kataoka et al.: "Stereospecific CO Insertion into the Rh-Methyl s-bond in [(Cp'-P)Rh(CO)(Me)]BF_4 and Deinsertion from [(Cp'-P)Rh(COMe)I]:Experimental Evidences for Methyl Migration"Organometallics. 20巻. 2431-2433 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Kasuhide Tani, Yasutaka Kataoka: "0-H Bond Activation and Addition to Unsaturated Systems in "Catalytic Heterofunctionalization, ed. by H.Gruzmacher and A.Togni""Wiley-VCH. 42 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] 片岡靖隆: "Configurationally Stable Metal-Centered Chirality Stereospecific and Regroselective Rhodacylation of Alkynes."Chem.Commun.. 841-842 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] 片岡靖隆: "Third Generation of the Cp'-P Ligand : Highly Stereoselective Control of Central Chirality Arising at Metal Center"Organometallics. 18巻・26号. 5423-5425 (1999)

    • Related Report
      1999 Annual Research Report

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Published: 1999-04-01   Modified: 2016-04-21  

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