Synthesis and Functionalization of a 1,4-Bis(trimethylsilyl)tetrasila-1,3-diene through the Selective Cleavage of Si(sp2)-Si(sp3) Bonds under Mild Reaction Conditions

Naohiko Akasaka, Kentaro Fujieda, Eleonora Garoni, Kenji Kamada, Hiroshi Matsui, Masayoshi Nakano, Takeaki Iwamoto

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

Although the oxidative coupling of disilenides, i.e., the disilicon analogues of vinyl anions, represents a promising route to extend the conjugation between Si-Si double bonds, previously reported synthetic routes to disilenides involve strongly reducing conditions. Herein, we report a novel synthetic route to disilenides from stable disilenes via the selective cleavage of Si(sp2)-Si(sp3) bonds under milder reaction conditions. Using this method, a 1,4-bis(trimethylsilyl)tetrasila-1,3-diene (5) was synthesized from the corresponding silyl-substituted disilene. Moreover, Et3Si-substituted tetrasila-1,3-diene 7 was synthesized via tetrasila-1,3-dien-1-ide 6, which is the first example of a functionalized tetrasila-1,3-diene.

Original languageEnglish
Pages (from-to)172-175
Number of pages4
JournalOrganometallics
Volume37
Issue number2
DOIs
Publication statusPublished - 2018 Jan 22

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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