Lithiated 1,3-Disilabicyclo[1.1.0]butanes Synthesized via Selective Cleavage of Exocyclic Si-Si Bonds on Bridgehead Silicon Atoms

Takeaki Iwamoto, Dongzhu Yin, Akifumi Kobayashi, Makoto Tamura, Daiki Motomatsu, Naohiko Akasaka, Yuki Yokouchi, Shintaro Ishida, Mitsuo Kira

Research output: Contribution to journalArticlepeer-review

Abstract

Treatment of 1,3-di(t-butyldimethylsilyl)-1,3-disilabicyclo[1.1.0]butane 1a with excess lithium in THF provided 1,3-dilithio-1,3-disilabicyclo[1.1.0]butane 2 via reductive cleavage of the exocyclic Si-Si bonds at the bridgehead silicon atoms. In the single crystals obtained by recrystallization in the presence of 1,2-dimethoxyethane (DME), 2 exists as a solvent-separated ion pair, and its anionic part forms an aggregate that contains three lithium atoms sandwiched by two 1,3-disilabicyclo[1.1.0]butan-1,3-diide units. Treatment of 2 with chlorotriisopropylsilane provided triisopropylsilyl-substituted 1,3-disilabicyclo[1.1.0]butane 1b. The structural characteristics of 1b are close to that of the short-bond isomer, which is consistent with previous theoretical predictions concerning the steric effects of the bridgehead substituents on the structure of silabicyclo[1.1.0]butane.

Original languageEnglish
Pages (from-to)2557-2566
Number of pages10
JournalOrganometallics
Volume40
Issue number15
DOIs
Publication statusPublished - 2021 Aug 9

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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