Stable cyclic and acyclic persilyldisilenes

Mitsuo Kira, Takeaki Iwamoto

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85 Citations (Scopus)


Synthesis, structure, and reactions of persilylated cyclic and acyclic disilenes that we have synthesized are described in detail. Due to the remarkable electronic and steric effects of trialkylsilyl substituents, tetrakis(trialkylsilyl)disilenes (RR′Si=SiRR′: R, R′ = i-Pr2MeSi (1a), t-BuMe2Si (1b), i-Pr3Si (1c); R = i-Pr2MeSi, R′ = t-BuMe2Si (1d)) showed interesting features in the geometry around Si=Si bond, electronic spectra, 29Si-NMR resonances of the unsaturated silicon nuclei, E,Z-isomerization, reduction by alkali metals, and various bimolecular reactions with alcohols, alkyl lithium, alkenes, alkynes, and haloalkanes. As the first cyclooligosilenes, 1-tris(t-butyldimethylsilyl)silyl-2,3,3-tris(t-butyldimethylsilyl)cyclotrisilene (2) and hexakis(t-butyldimethylsilyl)cyclotetrasilene (3) were synthesized typically by the reduction of the corresponding tris(trialkylsilyl)silyltrihalosilane with potassium graphite in THF and with sodium in toluene, respectively. Photochemical conversion of 3 to the corresponding bicyclo[1.1.0]butane (9) and its thermal reversion to 3, as well as photochemical isomerization of 2 to 9 were observed.

Original languageEnglish
Pages (from-to)236-247
Number of pages12
JournalJournal of Organometallic Chemistry
Issue number1-2
Publication statusPublished - 2000 Oct 6


  • Si-NMR
  • Addition
  • Cyclic voltammetry
  • Cyclotetrasilene
  • Cyclotrisilene
  • Isomerization
  • Tetrasilyldisilene
  • UV-vis spectra
  • X-ray structure


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