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
Externally publishedYes

Fingerprint

Carbonylation
Rhodium
Alkenes
Carbon Monoxide
Chelation
Benzene
Olefins
Carbon monoxide
Ethylene
ethylene
dimethylacetamide

Keywords

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

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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

In: Canadian Journal of Chemistry, Vol. 83, No. 6-7, 06.2005, p. 755-763.

Research output: Contribution to journalArticle

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