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Synthesis and Functionalization of Multi-Nuclear Ate Complexes composed of Main-Group Elements

Research Project

Project/Area Number 17550038
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionHIROSHIMA UNIVERSITY

Principal Investigator

KAWACHI Atsushi  Hiroshima University, Graduate School of Science, Associate Professor, 大学院理学研究科, 教授 (70260619)

Project Period (FY) 2005 – 2006
Project Status Completed (Fiscal Year 2006)
Budget Amount *help
¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 2006: ¥1,400,000 (Direct Cost: ¥1,400,000)
Fiscal Year 2005: ¥2,200,000 (Direct Cost: ¥2,200,000)
KeywordsMain-Group Elements / Multi-Nuclear Complex / Ate Complex / Higher Coordinate Compounds
Research Abstract

(1) Functional group transformations of 7-silanorbornadiene derivatives have been investigated. The 7-mesityl-7-silanorbornadiene was prepared and converted into the 7-chloro derivative. Reductive lithiation of the 7-chloro derivative with lithium naphthalenide afforded the silyllithium, which reacted with Me_3SiCl and MeI. The reactions of the 7-chloro derivative with n-BuLi and PhNHLi gave the 7-butyl derivative and the 7-amino derivative, respectively. Each stereochemistry during these transformations was determined by X-ray crystallographic analysis.
(2) To investigate the intramolecular 1,5-type C^-.-Si interaction, [2-(trimethylsilyl)phenyl] phosphonium methylides were prepared. Treatment of their precursors, the methyl [2-(trimethylsilyl)phenyl] phosphonium iodides, with sodium hexamethyldisilazide in THE afforded the phosphonium methylides, which readily underwent anionic 1,4-silyl migration to form the silylated ylides at low temperatures. They were characterized by NMR and trapping experiments.
(3) ο-[(Dimesitylboryl)phenyl] dimethylsilane underwent dehydrogenative condensation with alcohols and amines, giving the corresponding alkoxysilanes and aminosilanes in moderate to high yields. It is plausible that the ortho-boryl group electrophilically activates the Si-H bond.

Report

(3 results)
  • 2006 Annual Research Report   Final Research Report Summary
  • 2005 Annual Research Report
  • Research Products

    (16 results)

All 2007 2006 2005

All Journal Article (16 results)

  • [Journal Article] Dehydrogenative Condensation of (o-Borylpnenyl)hydrosilane with Alcohols and Amines2007

    • Author(s)
      Atsushi Kawachi
    • Journal Title

      Chem. Lett. 36・3

      Pages: 362-363

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Dehydrogenative Condensation of (o-Borylphenyl)hydrosilane with Alcohols and Amines2007

    • Author(s)
      Atsushi Kawachi, Masatoshi Zaima, Atsushi Tani, Yohsuke Yamamoto
    • Journal Title

      Chem. Lett. 36, 3

      Pages: 362-363

    • NAID

      10018829278

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Dehydrogenative Condensation of (o-Borylphenyl)hydrosilane with Alcohols and Amines2007

    • Author(s)
      A.Kawachi, M.Zaima, A.Tani, Y.Yamamoto
    • Journal Title

      Chem. Lett. 36・3

      Pages: 362-363

    • NAID

      10018829278

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Anionic 1,4-Silyl Migration in [2-(Trimethylsilyl)phenyl]phosphonium Methylides2006

    • Author(s)
      Atsushi Kawachi
    • Journal Title

      Organometallics 25・9

      Pages: 2390-2393

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis, Structure, and Properties of 9-Phospha-l0-silatriptycenes and Their Derivatives2006

    • Author(s)
      Hayato Tsuji
    • Journal Title

      Organometallics 25・26

      Pages: 6142-6148

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Anionic 1,4-Sily1 Migration in (2-(Trimethylsilyl)phenyl)phosphonium Methylides2006

    • Author(s)
      Atsushi Kawachi, Takahiro Yoshioka, Yohsuke Yamamoto
    • Journal Title

      Organometallcs 25, 9

      Pages: 2390-2393

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis, Structure, and Properties of 9-Phospha-10-silatriptycenes and their Derivatives2006

    • Author(s)
      Hayato Tsuji, Tomoyuki Inoue, Yasuhiro Kaneta, Shohei Sase, Atsushi Kawachi, Kohei Tamao
    • Journal Title

      Organometallics 25, 26

      Pages: 6142-6148

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Anionic 1,4-Silyl Migration in (2-(Trimethylsilyl)phenyl)phosphonium Methylide2006

    • Author(s)
      A.Kawachi, T.Yoshioka, Y.Yamamoto
    • Journal Title

      Organometallics 25・9

      Pages: 2390-2393

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Synthesis, Structure, and Properties of 9-Phospha-10-silatriptycenes and their Derivatives2006

    • Author(s)
      H.Tsuji, T.Inoue, Y.Kaneta, S.Sase, A.Kawachi, K.Tamao
    • Journal Title

      Organometallics 25・26

      Pages: 6142-6148

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Functional Group Transformations and Stereochemistry of Silicon-Functionalized 7-Silabenzonorbornadienes2005

    • Author(s)
      Atsushi Kawachi
    • Journal Title

      Chem. Lett. 34・7

      Pages: 960-961

    • NAID

      10016468833

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Substituent-Control of Two Modes of Intramolecular Reactions of Allyloxy-Silyllithiums and Propargyl-Silyllithiums2005

    • Author(s)
      Atsushi Kawachi
    • Journal Title

      Bull. Chem. Soc. Jpn. 78・8

      Pages: 1520-1527

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Functional Group Transformations and Stereochemistry of Silicon-functionalized, 7-Silabenzonorbornadienes2005

    • Author(s)
      Atsushi Kawachi, Masahiro Okimoto, Yohsuke Yamamoto
    • Journal Title

      Chem. Lett 34, 7

      Pages: 960-961

    • NAID

      10016468833

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Substituent-Control of Two Modes of Intramolecular Reactions of Allyloxy-Silyllithiums and Propargyloxy-Silyllithiums2005

    • Author(s)
      Atsushi Kawachi, Hirofumi Maeda, Kohei Tamao
    • Journal Title

      Bull. Chem. Soc. Jpn. 78, 8

      Pages: 1520-1527

    • NAID

      10019039367

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Functional Group Transformations and Stereochemistry of Silicon-functionalized 7-Silanorbornadienes2005

    • Author(s)
      A.Kawachi, M.Okimoto, Y.Yamamoto
    • Journal Title

      Chem.Lett. 34・7

      Pages: 960-961

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Substituent-Control of Two Modes of Intramolecular Reactions of Allyloxy-Silyllithiums and Propargyloxy-Silyllithiums2005

    • Author(s)
      A.Kawachi, H.Maeda, K.Tamao
    • Journal Title

      Bull.Chem.Soc.Jpn. 78・8

      Pages: 1520-1527

    • NAID

      10019039367

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Synthesis and Structure of a Germylene Bearing a 1,8-Dimethoxyanthracene Ligand2005

    • Author(s)
      M.Yamashita, H.Murakami, T.Unrinin, A.Kawachi, K.-y.Akiba, Y.Yamamoto
    • Journal Title

      Chem.Lett. 34・7

      Pages: 690-691

    • NAID

      10015543875

    • Related Report
      2005 Annual Research Report

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Published: 2005-04-01   Modified: 2016-04-21  

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