RuH2(CO)(PPh3)3-catalyzed arylation of aromatic esters using arylboronates via C-H bond cleavages

Kentaroh Kitazawa, Masashi Kotani, Takuya Kochi, Michael Langeloth, Fumitoshi Kakiuchi

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

The RuH2(CO)(PPh3)3-catalyzed C-H functionalization of aromatic esters with 5,5-dimethyl-2-aryl-[1,3,2]dioxaborinanes (arylboronates) gave the ortho arylation products. This coupling reaction can be performed with various combinations of isopropyl benzoate derivatives and arylboronates. Introduction of CF3 group in the aromatic ring increased the reactivity of the esters. Pinacolone effectively served as an acceptor of a hydride generated by C-H bond cleavage, and the amount of pinacolone used also affected the yield of the arylation product.

Original languageEnglish
Pages (from-to)1163-1167
Number of pages5
JournalJournal of Organometallic Chemistry
Volume695
Issue number8
DOIs
Publication statusPublished - 2010 Apr 15

Keywords

  • 2,6-Diarylbenzoic acid
  • Aromatic esters
  • Arylboronates
  • Biaryls
  • C-H arylation
  • Ruthenium

ASJC Scopus subject areas

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

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