Donor/acceptor organotriiron(II) hydrazone chromophores: Structural, spectroscopic and electrochemical properties

Carolina Manzur, Lorena Millán, MAURICIO DANIEL FUENTEALBA CARRASCO, Jose A. Mata, David Carrillo, Jean René Hamon

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

Two new trinuclear organoiron(II) complexes, in which a trans-1,2-ferrocenyl-ferrocenylene ethene unit (electron-donors) is attached to an electron-deficient cationic mixed sandwich via a conjugated hydrazone bridge, giving complexes of the type (E)-[CpFe(η5-C5H 4)-CH=CH-(η5-C5H4) Fe(η5-C5H4)-CH=NNH-(η6-p- RC6H4)FeCp]+PF6-(Cp= η5-C5H5;R=Me,4+PF 6-;MeO,5+PF6-), have been prepared. The complexes were fully characterised by 1H NMR, IR, UV-Vis spectroscopy. Their electrochemical properties have been studied by means of cyclic voltammetry, showing an effective electronic coupling between the two ferrocenyl fragments. The X-ray crystal structure of compound 4 +PF6- shows that it adopts the sterically more hindered syn-conformation about the 1,1′-ferrocenediyl core, with a parallel disposition of the conjugated dinucleating ligands, therefore, favouring an efficient electron delocalization through the entire π-framework. At the same time, the (C5-ring)Fe moieties adopt an anti,anti-conformation with the iron atoms on the opposite faces of their respective bridging ligand.

Original languageEnglish
Pages (from-to)1265-1272
Number of pages8
JournalJournal of Organometallic Chemistry
Volume690
Issue number5
DOIs
StatePublished - 1 Mar 2005

Keywords

  • Arenehydrazone-iron complex
  • Cyclopentadienyl-iron complex
  • Electrochemistry
  • Push-pull complex
  • Sandwich complex
  • X-ray structure

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