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1995 Fiscal Year Final Research Report Summary

Synthesis of Monomers for Oxygen Enrichment Membrane

Research Project

Project/Area Number 06555280
Research Category

Grant-in-Aid for Developmental Scientific Research (B)

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

Principal Investigator

CHATANI Naoto  Osaka University, Faculty of Engineering, Associate Professor, 工学部, 助教授 (30171953)

Project Period (FY) 1994 – 1995
KeywordsVinylsilane / Vinylgermane / Allylsilane / Oxygen Enrichment Membrane
Research Abstract

1. The reaction of terminal acetylenes with Me_3SiI (1) and dialkylzinc reagents in the presence of Pd (PPh_3)_4 gave vinylsilanes. In all cases the trimethylsilyl group adds to the terminal carbon of the acetylenes and the alkyl group is introduced at the internal carbon. Both aromatic and aliphatic terminal acetylenes undergo the coupling reaction with high regio-and stereoselectivities.
2. The reaction of stirene with allyltrimethylsilane (2) in the presence of RuHCl (CO) (PPh_3)_3 as a catalyst resulted in dehydrogenative silylation to afford (E) -1-phenyl-2- (trimethylsilyl) ethylene in 66% yield. The reactions of 4-chloro- and 4-methoxy-stirenes, and 2-vinylnaphthalene with 2 provide the corresponding (E) -beta-substituted vinylsilanes in 49-76% yields.
3. The reaction of trimethylgermyl cyanide (Me_3GeCN,3) with terminal aromatic acetylenes in the presence of PdCl_2 results in the addition of 3 to the carbon-carbon triple bonds with high regioselectivity leading to beta-cyano vinylgermanes in high yields. The stereoselectivity depends on the electronic nature of the substituents on the aromatic ring. The reaction of terminal aliphatic acetylenes also afford the adduct with high regio- and stereoselectivity.

  • Research Products

    (4 results)

All Other

All Publications (4 results)

  • [Publications] N.Chatani: "Preparation of Vinylgermanes and a Germole by the Pd-Catalyzed Reactions of MezGeCN with Acetylenes" Journal of Organometallic Chemistry. 473. 335-342 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] N.Chatani: "Pd-Catalyzed Coupling Reaction of Acetylense,Iodo Trirotly-silane,and Organozinc Reagents for the Steroselective Synthesis of Vinylsilanes" The Journal of Organic Chemistry. 60. 1834-1840 (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Naoto Chatani: "Preparation of Vinylgermanes and a Germole by the Pd-Catalyzed Reactions of Me_3GeCN with Acetylenes" J.Organomet.Chem.473. 335-342 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Naoto Chatani: "Pd-Catalyzed Coupling of Acetylenes, Me_3SiI,and Organozinc Reagents as a Synthetic Method of Stereoselective Vinylsilanes" J.Org.Chem.60. 1834-1840 (1995)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 1997-03-04  

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