Polarizable organometallic hydrazone chromophores. X-ray crystal structures of [(η5-C5H5) Fe(η5-C5H4)-C(p-MeC6 H4)=NNH-(η6-p-MeC6H4) Fe(η5-C5H5)]+PF 6 -, and of its toluoylferrocene precursor

Walter Figueroa, Mauricio Fuentealba, Carolina Manzur, Andrés I. Vega, David Carrillo, Jean René Hamon

Research output: Contribution to journalArticlepeer-review

6 Scopus citations


The homobimetallic hydrazone complex [CpFe(η6-p-CH 3C6H4)NHN=C(C6H4 -p-CH3)(η5-C5H4) FeCp]+PF6 - (2) (Cp = η5 -C5H5) is stereoselectively formed by reaction of the organometallic hydrazine precursor [CpFe(η6-p-CH 3C6H4-NHNH2)]+ PF6 - with the sterically demanding p-toluoylferrocene CpFe(η5-C5H4 )CO(C6H4-p-CH3) (1) in refluxing ethanol. Compound 2 has been fully characterized by IR, UV-vis, and 1H NMR spectroscopy, cyclic voltammetry and by an X-ray diffraction analysis. The most striking features of the crystal structure are the syn-conformation of the two organometallic units, the long Fe-Cipso bond distances and the slight cyclohexadienyl character at the coordinated C6 ring with a folding angle of 6.1°, and that coordinated C6- and C5-rings of the binucleating ligand are almost coplanar with a dihedral angle of 8.1°. The crystal structure of the p-toluoylferrocene 1 is also presented.

Original languageEnglish
Pages (from-to)1268-1275
Number of pages8
JournalComptes Rendus Chimie
Issue number8 SPEC. ISS.
StatePublished - Aug 2005
Externally publishedYes


  • Dipolar chromophores
  • Ferrocene complexes
  • Organoiron complexes
  • Organometallic hydrazone complexes
  • Push-pull complexes
  • X-ray structure


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