Rhodium-catalyzed C-H-CO-olefin coupling reactions - A chelation-assisted direct carbonylation at the ortho C-H bond in the benzene ring of 2-arylpyridines

Naoto Chatani, Takeshi Uemura, Taku Asaumi, Yutaka Ie, Fumitoshi Kakiuchi, Shinji Murai

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

The reaction of 2-arylpyridines with ethylene and carbon monoxide in the presence of a catalytic amount of Rh4(CO)12 results in selective carbonylation at the ortho C-H bond. The reaction is heavily dependent on the solvents used, with DMA (N,N-dimethylacetamide) being the solvent of choice. Steric factors are also important determinants of the efficiency of the reaction.

Original languageEnglish
Pages (from-to)755-763
Number of pages9
JournalCanadian Journal of Chemistry
Volume83
Issue number6-7
DOIs
Publication statusPublished - 2005 Jun 1
Externally publishedYes

Keywords

  • C-H bond activation
  • Carbon monoxide
  • Carbonylation
  • Chelation
  • Rhodium

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Organic Chemistry

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