Doubly Bonded Silicon Compounds Showing Intramolecular Charge-Transfer Transitions

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Recent study of doubly bonded silicon compounds showing intramolecular charge-transfer transition was reviewed. Trialkylaryldisilenes having 1-naphthyl, 9-phenanthyl, or 9-anthryl substituent were synthesized. X-ray diffraction analysis shows that π(Si=Si) and π(aryl) systems in the trialkylaryldisilenes are almost perpendicular to each other suggesting no significant conjugative interactions between two π systems, but they exhibit intramolecular charge-transfer (ICT) transitions from π(Si=Si) to π*(aryl). Especially, 9-anthryltrialkyldisilene shows a distinct ICT band at 525nm, which redshifts to 535nm in more polar 1,2-dichlorobenzene. Reaction of the anthryldisilene gives the corresponding [2 + 1] cycloadduct, disilacyclopropanimine, which undergoes further isomerization to give 3-silylene-2-silaaziridine with 9-anthryl substituent as a novel exocyclic silene. The anthrylsilene shows also a distinct ICT transition from π(Si=C) to π*(aryl). The high energy levels of π(Si=Si) and π(Si=C) and the low-lying π*(aryl) would be responsible for the distinct ICT band of the disilenes and the silene.

Original languageEnglish
Title of host publicationChemical Science of Electron Systems
PublisherSpringer Japan
Number of pages13
ISBN (Electronic)9784431553571
ISBN (Print)9784431553564
Publication statusPublished - 2015 Jan 1


  • Disilene
  • Intramolecular charge transfer
  • Silene
  • π-electron system


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