Synthesis and reactivity of a novel oligosilyl anion

H. Reinke, Clemens Krempner

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

A highly efficient route for the preparation of the sterically overcrowded oligosilyl anion TBTS-Li(THF)4 (3) {TBTS=Si[Si(SiMe3)2Me]3} in a large scale is reported. The reactions of HSiCl3 and SiCl 4 with 3 do not give coupling products, instead they produce TBTS-H and TBTS-Cl, probably as a result of steric interactions. On the contrary, PhSiF3 and SiF4 can be reacted with 3 to give TBTS-SiF3 (5) and TBTS-SiF2Ph (6), respectively, in excellent yields. The X-ray analysis revealed 6 to be a sterically overcrowded molecule, in which the SiF2Ph group is strongly shielded by the TBTS substituent. Despite the extensive space demand of the TBTS group, 5 and 6 can be transformed into TBTS-SiH3 (7) and TBTS-SiH2Ph (8) by treatment with LiAlH4. The controlled hydrolysis of 5 leads to the selective formation of TBTS-SiF2OH (9), the first isolated difluorosilanol, which is stable towards condensation.

Original languageEnglish
Pages (from-to)158-163
Number of pages6
JournalJournal of Organometallic Chemistry
Volume686
Issue number1-2
DOIs
StatePublished - Dec 1 2003

Keywords

  • Fluorosilanes
  • Silanes
  • Silicon
  • Silyl anions

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