SYNTHESIS AND OXIDATION OF THE DECARBONYLATED ADDUCTS GENERATED FROM ALKENES AND TRICARBONYL(VINYLKETENE)IRON(0) COMPLEXES

S E GIBSON, S P SABERI, A M Z SLAWIN, P D STANLEY, M F WARD, D J WILLIAMS, P WORTHINGTON

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12 Citations (Scopus)

Abstract

The tricarbonyl(vinylketene)iron(o) complex 6 reacted with dimethyl maleate, dimethyl fumarate, (E)-methyl 4-oxopent-2-enoate and (E)-ethyl 4,4,4-trifluorobut-2-enoate to give decarbonylated adducts 7-10 respectively. An X-ray crystal structure analysis of the adduct 7, formed from the complex 6 and dimethyl maleate, and a mechanistic explanation for the formation of the adducts are presented. Oxidation of the adducts. 7-10 using (NH4)(2)Ce(NO3)(6) gave a range of organic products including the tetrasubstituted cyclopropanes 20 and 23-25, the cyclobutane-1,2-dione 22, the trisubstituted lactone 21 and the alpha,beta-unsaturated ketone 26.

Original languageEnglish
Pages (from-to)2147-2154
Number of pages8
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number17
Publication statusPublished - 17 Sept 1995

Keywords

  • CHROMIUM CARBENE COMPLEXES
  • ALKYNES
  • CONVERSION
  • PHENOLS

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