The potential use of (aminomethyl)ferrocene and 1,1´-di(aminomethyl)ferrocene as precursor for Schiff base chemistry has been tested. (Aminomethyl)ferrocene reacts with 3,3´-(3-oxapentane-1,5-diyldioxy)bis(2-hydroxybenzaldehyde) to give the [2+1] diiminic ligand 8. 8 reacts with LaCl3 and Ni(CH3COO)2 giving the corresponding complexes 9 and 10. 1,1´-Di(aminomethyl)ferrocene was prepared by conversion of 1,1´-di(formyl)ferrocene into 1,1´-di(formyl)ferrocene oxime, followed by reduction of the oxime with LiAlH4. Easy degradation of 1,1´-di(aminomethyl)ferrocene prevented its use as aminic precursor for the synthesis of Schiff base ligands. Isomerization occurred about the carbon–nitrogen double bonds of 1,1´-di(formyl)ferrocene oxime giving rise to three isomers. The X-ray analysis has shown that in the 5a complex three independent molecules having different conformation are present.

Synthesis, structure and properties of new ferrocene-containing compounds

Ossola F;Tomasin P;Benetollo F;Vigato PA
2003

Abstract

The potential use of (aminomethyl)ferrocene and 1,1´-di(aminomethyl)ferrocene as precursor for Schiff base chemistry has been tested. (Aminomethyl)ferrocene reacts with 3,3´-(3-oxapentane-1,5-diyldioxy)bis(2-hydroxybenzaldehyde) to give the [2+1] diiminic ligand 8. 8 reacts with LaCl3 and Ni(CH3COO)2 giving the corresponding complexes 9 and 10. 1,1´-Di(aminomethyl)ferrocene was prepared by conversion of 1,1´-di(formyl)ferrocene into 1,1´-di(formyl)ferrocene oxime, followed by reduction of the oxime with LiAlH4. Easy degradation of 1,1´-di(aminomethyl)ferrocene prevented its use as aminic precursor for the synthesis of Schiff base ligands. Isomerization occurred about the carbon–nitrogen double bonds of 1,1´-di(formyl)ferrocene oxime giving rise to three isomers. The X-ray analysis has shown that in the 5a complex three independent molecules having different conformation are present.
2003
CHIMICA INORGANICA E DELLE SUPERFICI
Istituto di Chimica della Materia Condensata e di Tecnologie per l'Energia - ICMATE
ferrocene
structures
Schiff bases
File in questo prodotto:
File Dimensione Formato  
prod_18268-doc_67815.pdf

solo utenti autorizzati

Descrizione: Synthesis, structure and properties of new ferrocene-containing compounds
Dimensione 497.96 kB
Formato Adobe PDF
497.96 kB Adobe PDF   Visualizza/Apri   Richiedi una copia

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/160484
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 33
  • ???jsp.display-item.citation.isi??? 33
social impact