Synthesis of ferrocenyl quinones

Zora M., Yucel B., Acikalin S.

TETRAHEDRON LETTERS, vol.44, no.10, pp.2237-2241, 2003 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 44 Issue: 10
  • Publication Date: 2003
  • Doi Number: 10.1016/s0040-4039(03)00099-6
  • Journal Name: TETRAHEDRON LETTERS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2237-2241
  • Middle East Technical University Affiliated: Yes

Abstract

A squarate-based synthesis of ferrocenyl quinones is described. Thermolysis of ferrocenyl-substituted cyclobutenones, prepared from ferrocenyl cyclobutenediones and alkenyllithiums, affords hydroquinones, which furnish, upon oxidation, ferrocenyl quinones. Ferrocenyl cyclobutenediones have been prepared from known cyclo butenediones by nucleophilic addition of ferrocenyllithium followed by hydrolysis, Pd/Cu-cocatalyzed cross-coupling with (tri-n-butylstannyl)ferrocene or Friedel-Crafts alkylation with ferrocene. (C) 2003 Elsevier Science Ltd. All rights reserved.