CH bond activation by rhodium(I) and the mechanism of the olefin isomerization: new synthesis of β,γ-unsaturated ketones via η1- or η3-alkylallylrhodium(III) complexes by reductive elimination

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Abstract

Acylrhodium(III)-η3-1-ethylallyl complex (7) was prepared by the reaction of 8-quinolinecarboxaldehyde (3) and 1,4-pentadienerhodium(I) chloride (2) by CH bond activation, followed by hydrometallation, and double bond migration. Higher concentrations of pyridine as coordinating ligand transforms η3-1-ethylallylrhodium(III) complexes (8a,8b) into η1-pent-2-enylrhodium(III) complex (11a). Acylrhodium(III)-η3-syn,anti-1,3-dimethylallyl complex (14) was also prepared from 1,3-pentadienerhodium(I) chloride (16) and 3. The reductive elimination of acylrhodium(III)-η1- and -η3-1-alkylallyl complexes by trimethylphosphite gives various β,γ-unsaturated ketones.

Original languageEnglish
Pages (from-to)361-370
Number of pages10
JournalJournal of Organometallic Chemistry
Volume390
Issue number3
DOIs
Publication statusPublished - 1990 Jul 10

All Science Journal Classification (ASJC) codes

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

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