A unique 1,4-silyl group migration from carbon to carbon: Formation of benzylic silane in the reaction of sterically hindered benzylic telluride with alkyllithium

Julius Adrie Garcia, Mariko Yukimoto, Yoshiyuki Mizuhata, Norihiro Tokitoh*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The reaction of sterically hindered benzylic telluride bearing 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl (Tbt) group with 2.0 eq. of n-BuLi and HSi(OMe)3 afforded a 1,4-silicon rearrangement product. This rearrangement is made possible by the intermediacy of a 5-membered silicate. The product may be exploited as a potential motif for the synthesis of numerous multiply bonded systems containing heavier group 14 elements.

Original languageEnglish
Article number122119
JournalJournal of Organometallic Chemistry
Volume956
DOIs
StatePublished - 2021/12/15

Keywords

  • 1,4-silicon rearrangement
  • Main group elements
  • Pentacoordinated silicate

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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