β-Silylethenylation of phenol with silylethyne using gallium trichloride

Katsumi Kobayashi, Mieko Arisawa, Masahiko Yamaguchi

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

Treatment of lithium phenoxide with silylethyne in the presence of GaCl3 gives o-(β-silylethenyl)phenol in a high yield. The reaction involves carbogallation of phenoxygallium with silylethyne. The reaction of 2,6-disubstituted phenol with one of the substituents being t-butyl group gives ipso-substitution product. Organometallic compounds of gallium and tin, elements which sit diagonally in the periodic table, behave similarly in the carbometallation reaction.

Original languageEnglish
Pages (from-to)67-71
Number of pages5
JournalInorganica Chimica Acta
Volume296
Issue number1
DOIs
Publication statusPublished - 1999 Dec 15

Keywords

  • Carbogallation
  • Carbometallation
  • Gallium trichloride
  • Phenol
  • β-Silylethenylation

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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