Organodiiron(II)-complexes containing a long conjugated hydrazonato spacer. Synthesis, charcterization, electrochemical and structural studies

Carolina Manzur, Mauricio Fuentealba, Lorena Millán, Francisco Gajardo, Maria Teresa Garland, Ricardo Baggio, Jose A. Mata, Jean René Hamon, David Carrillo

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

Organometallic hydrazines of general formula Me, (2)+PF6-; MeO, (3)+ PF6-; Cl, (4)+PF6 -) react with equimolar quantities of (E)-4- (2-ferrocenylvinyl)-benzaldehyde, (E)-[(η5-Cp) Fe(η5-C5H4)-CH=CH-C 6H4CHO], to afford stereoselectively, the new homodimetallic hydrazones formulated as (E)-[(η5-Cp) Fe(η6-p-RC6H4)-NHN=CH- C6H4=CH-CH-(η5-C5 H4)Fe(η5-Cp)]+PF6 - (R=H, (5)+PF6-; Me, (6)+PF6-; MeO, (7)+PF 6-; Cl, (8)+PF6-). These compounds were fully characterized by elemental analysis and spectroscopic techniques (1H-and 13C-NMR, IR and UV-vis) and, in the case of complex (6)+PF6 -, by single crystal X-ray diffraction methods. The rotations of the ferrocenyl unit by 37.2 out of the -NHN-CH-C6H 4=CH-CH- spacer and coordinated phenyl ring planes, may generate an unfavorable structure to allow π-electron delocalization along the entire hydrazonato backbone between the two metals separated through bonds by more than 1.8 nm, as confirmed by the electrochemical data.

Original languageEnglish
Pages (from-to)71-77
Number of pages7
JournalJournal of Organometallic Chemistry
Volume660
Issue number1
DOIs
StatePublished - 7 Oct 2002
Externally publishedYes

Keywords

  • Arenehydrazone-iron complex
  • Bimetallic complex
  • Cyclopentadienyl-iron complex
  • Nanomolecule
  • Sandwich complex
  • X-ray structure

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