Syntheses and structures of silicon analogues of cyclopropabenzenes

Tomoyuki Tajima, Ken Hatano, Takayo Sasaki, Takahiro Sasamori, Nobuhiro Takeda, Norihiro Tokitoh, Nozomi Takagi, Shigeru Nagase

研究成果査読

23 被引用数 (Scopus)

抄録

The reactions of an overcrowded diaryldilithiosilane, Tbt(Dip)SiLi 2 (Tbt=2,4,6-tris[bis(trimethylsilyl)methyl]phenyl; Dip=2,6-diisopropylphenyl), with o-dibromobenzene and 1,2,4, 5-tetrabromobenzene resulted in the synthesis and isolation of the first stable silacyclopropabenzene and bis(silacyclopropa)benzenes (IUPAC name is 4,8-disilatricyclo[5.1.0.03,5]octa-1,3(5), 6-triene), respectively. The crystallographic analyses and theoretical calculations revealed that the lengths of the juncture carbon-carbon bonds of the mono- and bis(silacyclopropa)benzenes were marginally in the range of carbon-carbon bond lengths of usual benzene rings. It is shown that this structural feature is attributable to a decrease in the strain energy of silacyclopropabenzenes relative to the corresponding cyclopropabenzenes, and the strain energy is a simple additive function of the number of the fused three-membered rings involving Si atom.

本文言語English
ページ(範囲)118-126
ページ数9
ジャーナルJournal of Organometallic Chemistry
686
1-2
DOI
出版ステータスPublished - 12月 1 2003
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 物理化学および理論化学
  • 有機化学
  • 無機化学
  • 材料化学

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