Synthesis and structure of some (E)-ferrocenemethylenecycloalkanones andtheir benzylidene analogues

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Abstract

E-2-ferrocenemethylene- and E,E-diferrocenemethylenecycloalkanones as well as partial benzylidene analogues of the latter were synthesized by base-catalyzed Claisen-Schmidt condensation of ferrocenecarboxaldehyde with cyclopentanone, cyclohexanone, cycloheptanone and E-2-(4′-X-benzylidene) cycloalkanones. The stereostructure (configuration and conformation) and the electronic properties (conjugation of the enone moiety and the aromatic rings) of the compounds were studied by IR, 1H and 13C NMR methods. The spectroscopic properties of the ferrocene derivatives were compared with those of the respective benzylidene analogues.

Original languageEnglish
Pages (from-to)114-120
Number of pages7
JournalArkivoc
Volume2003
Issue number5
Publication statusPublished - Dec 1 2003

Keywords

  • Cyclic enones
  • Ferrocene
  • Spectroscopy
  • Synthesis

ASJC Scopus subject areas

  • Organic Chemistry

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