Selective Formation of Alkoxychlorosilanes and Organotrialkoxysilane with Four Different Substituents by Intermolecular Exchange Reaction

Yuma Komata, Masashi Yoshikawa, Yasuhiro Tamura, Hiroaki Wada, Atsushi Shimojima, Kazuyuki Kuroda

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

Alkoxychlorosilanes are scientifically and industrially important toward preparing silicone and silica as well as preparation of siloxane-based nanomaterials by stepwise reactions of Si−OR (R=alkyl) and Si−Cl groups. Intermolecular exchange of alkoxy and chloro groups between alkoxysilanes and chlorosilanes (functional group exchange reaction) provides an efficient and environmentally benign route to alkoxychlorosilanes. BiCl3 as a Lewis acid catalyst can promote the functional group exchange reactions more efficiently than conventional acid catalysts. Higher reactivity has been observed for chlorosilanes with smaller numbers of Si−CH3 groups and for alkoxysilanes with larger numbers of Si−CH3 groups. The reaction mechanism is proposed and selective syntheses of alkoxychlorosilanes are demonstrated. These findings also enable us to synthesize an organotrialkoxysilane with four different substituents.

Original languageEnglish
Pages (from-to)3225-3233
Number of pages9
JournalChemistry - An Asian Journal
Volume11
Issue number22
DOIs
Publication statusPublished - 2016 Nov 22

Keywords

  • Lewis acid
  • alkoxysilane
  • chlorosilane
  • exchange reaction
  • selective synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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