Direct observation of the oxidative addition of the aryl carbon-oxygen bond to a ruthenium complex and consideration of the relative reactivity between aryl carbon-oxygen and aryl carbon-hydrogen bonds

Satoshi Ueno, Eiichiro Mizushima, Naoto Chatani, Fumitoshi Kakiuchi

Research output: Contribution to journalArticle

136 Citations (Scopus)

Abstract

When RuH2(CO)(PPh3)3 was reacted with 2,2-dimethyl-1-(2-p-tolylphenyl)propan-1-one (2), the ruthenium-aryloxy complex 3 was obtained in 76% yield. The structure of this complex was determined from 1H and 31P NMR and X-ray data. Complex 3 showed the catalytic activity for the coupling of 2 with the phenylboronate 4. The 1H and 31P NMR studies of the reaction of Ru(CO)(PPh3)3 with o-aryloxy pivalophenone revealed that the C-H bond cleavage is a kinetically favorable process but the C-O bond cleavage is a thermodynamic one. The reaction of 2-methoxyacetophenone with vinylsilane and organoboronate resulted in chemoselective C-C bond formation.

Original languageEnglish
Pages (from-to)16516-16517
Number of pages2
JournalJournal of the American Chemical Society
Volume128
Issue number51
DOIs
Publication statusPublished - 2006 Dec 27

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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