Silyl Substituent Effects in Synthesis and Properties of Dibenzodehydro[12]annulene

DOI

Bibliographic Information

Other Title
  • ジベンゾデヒドロ[12]アヌレンの合成や性質に及ぼすシリル基の置換基効果

Description

Dibenzodehydro[12]annulene 1 has unique properties due to strained ring skeleton. However, 1 easily decomposes at ambient temperature and atmospheric pressure. As a thermally and chemically stable derivative of 1, we report herein the synthesis of silyl-substituted dibenzodehydro[12]annulene 2 and its unique properties due to the steric and the electronic effects of the silyl-substituents. <BR>Compound 1 was reported to be obtained by the coupling reaction of o-diethynylbenzene with a copper reagent in a very low yield together with several cyclic oligomers. On the other hand, the coupling reaction of 2, 3-diethynyl-1, 4-bis(trimethylsilyl)benzene gave only 2 in a good yield. Compound 2 is thermally and photochemically stable and its structure was identified by X-ray analysis. UV-Vis absorption spectra showed significant electronic effects of the silyl-substituents.

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Details 詳細情報について

  • CRID
    1390282680530904192
  • NII Article ID
    130004646386
  • DOI
    10.11494/kisoyuki.55.0.51.0
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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