Aromatic β-silylethenylation reactions via organogallium compounds

Yoshiyuki Kido, Satoru Yoshimura, Masahiko Yamaguchi, Tadafumi Uchimaru

Research output: Contribution to journalArticlepeer-review

37 Citations (Scopus)

Abstract

In the presence of GaCl3, silylethyne reacted electrophilically with aromatic hydrocarbons to give β-silylethenylated arenes. The reaction proceeded via cationic species generated by the interaction of GaCl3 and silylethyne. High reactivity of the intermediate was demonstrated by the rapid reaction rate at -78 °C using close to the equimolar amount of the substrates. ipso-Substitution reaction took place with 1,2,3- trimethoxybenzene. Structures and properties of several organogallium compounds involved in the reactions are discussed.

Original languageEnglish
Pages (from-to)1445-1458
Number of pages14
JournalBulletin of the Chemical Society of Japan
Volume72
Issue number7
DOIs
Publication statusPublished - 1999 Jul 1

ASJC Scopus subject areas

  • Chemistry(all)

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