Rh-catalyzed carbonylation of arylzinc compounds yielding symmetrical diaryl ketones by the assistance of oxidizing agents

Kana Kobayashi, Yugo Nishimura, Fuxing Gao, Kazuma Gotoh, Yasushi Nishihara, Kentaro Takagi

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28 Citations (Scopus)

Abstract

Carbonylative homocoupling of arylzinc compounds 1 using 1 atm of CO and 1,2-dibromoethane as an oxidant was achieved in the presence of Rh-dppf catalyst, affording symmetrical diaryl ketones in good yields. Under similar conditions, Pd or Ni catalysts induced oxidative homocoupling of 1 to yield biaryls instead. The beneficial catalysis by Rh in the carbonylation was presumed to stem from the facility by which the migration of the aryl ligand to CO at the Rh3+ intermediate occurred.

Original languageEnglish
Pages (from-to)1949-1952
Number of pages4
JournalJournal of Organic Chemistry
Volume76
Issue number6
DOIs
Publication statusPublished - Mar 18 2011

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ASJC Scopus subject areas

  • Organic Chemistry

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