Synthesis and properties of ferrocenylmethylene-bridged calix[4]azulene and a new example of bis(1-azulenyl)ferrocenylmethylium ion

Taku Shoji, Junya Higashi, Shunji Ito, Kozo Toyota, Takeaki Iwamoto, Noboru Morita

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Ferrocenylmethylene-bridged calix[4]azulene derivative 3 and bis(1-azulenyl)ferrocenylmet:hane derivative 4 were obtained by the reaction of 6-tert-butylazulene (6) with ferrocenecarbaldehyde (7) in acetic acid. The new bis(l-azulenyl)ferrocenylmethylium ion 5+ was also generated, by the hydride abstraction reaction of the corresponding hydro derivative 4 with DDQ. The novel ferrocene-substituted calix[4J-azulene derivative 3 exhibit a reversible one-step multi-electron oxidation upon cyclic voltammetry.

Original languageEnglish
Pages (from-to)5948-5952
Number of pages5
JournalEuropean Journal of Organic Chemistry
Issue number34
DOIs
Publication statusPublished - 2009 Dec 3

Keywords

  • Azulene
  • Calixarenes
  • Carbocations
  • Electrochemistry
  • UV/Vis spectroscopy

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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