• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Forrmation of enolate-type anionic silicon species and their applications to the synthesis of novel organosilicon compounds

Research Project

Project/Area Number 11650898
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

OHSHITA Joji  Faculty of Engineering, Hiroshima University, Associate Professor, 工学部, 助教授 (90201376)

Project Period (FY) 1999 – 2000
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 2000: ¥1,300,000 (Direct Cost: ¥1,300,000)
Fiscal Year 1999: ¥2,100,000 (Direct Cost: ¥2,100,000)
Keywordssilicon / enolate / silene / silyllithium / シラジエン / アシルシラン / 有機ケイ素 / カルボニル化合物 / 有機リチウム
Research Abstract

1. The reactions of tirs (rimehylsilyl) silanecarboxylates with lequiv of tris (trimethylsilyl) silyllihtium gave lithium alkoxybis (trimethylsilyl) silenolates (1) almos quantitatively by replacement of the trimethylsilyl group with a lithium atom. Further reaction of 1 with alkyl halides and chlorosilanes produced Si-substitution products in high yield. In contrast, with aldehydes, they gave products arising from addition reactions. They underwent oxidative coupling with palladium dichloride to give disilanedicarboxylates.
2. The reactions of lihtium silenolates with acyl chlorides gave bis- and tetraacylsilanes. This is the first synthesis of compounds having an Si atom substituted with two or more acyl groups.
3. The reactions of lithium silenolates with acetylenes were also studied. Lithium silenolates reacted readily with phenyl-substituted acetylenes to give ethenylsileolates in good yields. In contrast, they did not react with alkyl-substituted acetylenes. The ethenylsilenolates reacted with chlorosilanes to afford 2-siladiene derivatives in good yield.

Report

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

    (9 results)

All Other

All Publications (9 results)

  • [Publications] J.Ohshita: "Reactions of Lithium Silenolates with Acyl Halides, First Synthesis of Di-and Tetraacylsilanes"J.Am.Chem.Soc.. 121. 6088-6089 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] J.Ohshita: "Formation and Reactions of Lithium Ester Silenolates : Silicon Analogs of Lithium Ester Enolates"Organometallics. 22. 4545-4551 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] J.Ohshita: "Reactions of Lithium Silenolates with Acetylenes, Formation and Characterization of 2-Siladienes"Organometallics. (印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] J.Ohshita: "Reactions of Lithium Silenolates with Acyl Halides, First Synthesis of Di-and Tetraacylsilanes"J.Am.Chem.Soc.. 121. 6088-6089 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Joji Ohshita: "Formation and Reactions of Lithium Ester Silenolates : Silicon Analogs of Lithium Ester Enolates"Organometallics. 22. 4545-4551 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Joji Ohshita: "Reactions of Lithium Silenolates with Acetylenes, Formation and Characterization of 2-Siladienes"Organometallics. (in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Joji Ohshita: "Reactions of Lithium Silenolates with Acetylenes,Formation and Characterization of 2-Siladienes"Organometallics. (印刷中).

    • Related Report
      2000 Annual Research Report
  • [Publications] Joji Ohshita: "Reactions of Lithium Silenolates with Acyl halicles,First Synthesis of Di- and Tetraacyldsilanes"J.Am.Chem.Soc,. 121. 6080 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Joji Ohshita: "Formation and Reactions of Lithium Ester Silenolates:Silicon Analogs of Lithium Ester Enolates"Organometallics. 22. 4545 (1999)

    • Related Report
      1999 Annual Research Report

URL: 

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

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi