Carbon-rich organometallics: Synthesis and characterization of new ferrocenyl end-capped bis(butadiynyl) fluorene derivatives

Wai Yeung WONG, Guo Liang Lu, Ka Ho Choi, Yan He Guo

Research output: Contribution to journalArticlepeer-review

28 Citations (Scopus)

Abstract

A new series of ferrocenyl end-capped bis(butadiynyl) fluorene complexes [(η 5-C 5H 5)Fe(η 5-C 5H 4) C≡CC≡CRC≡CC≡C(η 5-C 5H 4)Fe(η 5-C 5H 5)] (R = fluoren-9-one-2,7-diyl, 1; 9,9-dihexylfluorene-2,7-diyl, 2; 9- ferrocenylmethylenefluorene-2,7-diyl, 3; 9-ferrocenylphenylmethylenefluorene-2, 7-diyl, 4) have been synthesized in moderate yields by the oxidative coupling reactions of ethynylferrocene with half equivalents of the appropriate diethynylfluorene derivatives. All the new complexes have been characterized by FTIR, NMR and UV-vis spectroscopies and fast atom bombardment mass spectrometry. The molecular structures of selected molecules have been determined by X-ray crystallographic techniques. The electronic absorption and redox properties of these carbon-rich molecules were investigated and the data were compared with those for the corresponding 2,7-bis(ferrocenylethynyl)fluorene counterparts. Cyclic voltammetry indicates that the half-wave potential of the terminal ferrocenyl moieties becomes more anodic when the number of ethynyl units increases and when the 9-substituent of the central fluorene ring changes from an electron-donating group to an electron-deficient group.

Original languageEnglish
Pages (from-to)177-186
Number of pages10
JournalJournal of Organometallic Chemistry
Volume690
Issue number1
DOIs
Publication statusPublished - 3 Jan 2005

Scopus Subject Areas

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

User-Defined Keywords

  • Alkynyl complexes
  • Butadiyne
  • Carbon-rich compounds
  • Ferrocene
  • Fluorene

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