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    • 4. 发明公开
    • Ethynylated aromatic compounds and process for making same
    • Aromatische Acetylenverbindungen und Verfahren zu ihrer Herstellung。
    • EP0050428A1
    • 1982-04-28
    • EP81304524.2
    • 1981-09-30
    • Hughes Aircraft Company
    • Lau, Kreisler S.Y.Boschan, Robert H.
    • C07B27/00C07C15/60C07C15/62C07C21/24C07C43/32C07C47/548C07C69/76C07C87/50C07D213/16C07D235/06C07D487/04
    • C07D487/04C07C15/60C07C15/62C07C45/68C07F7/0827Y02P20/55C07C47/548
    • Novel ethynyl-terminated aromatic compounds wherein the aromatic component is a benzaldehyde, benzimidazoquinazoline, benzoate, benzeneamine, aryl orthoester, benzotrifluoride, pyrene, anthracene, phenanthrene, phe- nylbenzimidazole, thiophene, furan, or pyridine are described.
      These and prior art ethynyl-terminated aromatic compounds are prepared by a novel process comprising coupling an aromatic halide having a base-sensitive substituent with an end-protected acetylene in the presence of a metal catalyst to form an end-protected arylacetylene, and subsequently removing the end-protecting group.
      Typically p-bromobenzaldehyde is reacted with ethynyltrimethylsilane in the presence of triphenylphosphine and palladium acetate. The silane protecting group is removed with potassium carbonate in methanol to provide p-ethynylbenzaldehyde.
      The products are useful for the production of ethynyl-terminated aromatic oligomers.
    • 芳香族成分为苯甲醛,苯并咪唑并喹唑啉,苯甲酸酯,苯胺,芳基原酸酯,三氟甲苯等的新型乙炔基封端的芳香族化合物。 芘,蒽,菲,苯基苯并咪唑,噻吩,呋喃或吡啶。 ...这些和现有技术的乙炔基封端的芳族化合物通过新的方法制备,包括在金属催化剂的存在下将具有碱敏感性取代基的芳族卤化物与末端保护的乙炔偶联以形成末端保护的 芳基乙炔,然后除去末端保护基。 通常,在三苯基膦和乙酸钯的存在下,将对溴苯甲醛与乙炔基三甲基硅烷反应。 用碳酸钾在甲醇中除去硅烷保护基,得到对乙炔基苯甲醛。 该产物可用于制备乙炔基封端的芳族低聚物。