244272-19-3Relevant academic research and scientific papers
N-Substituted 2-aza-[3]-ferrocenophanes. New synthesis using RuCl2(PPh3)3 catalyzed condensation, structure, and electrochemical behavior
Yamaguchi, Isao,Sakano, Tatsuaki,Ishii, Hidetake,Osakada, Kohtaro,Yamamoto, Takakazu
, p. 213 - 216 (1999)
The reactions of 1,1′-ferrocenedimethanol with arylamine and with alkylamine in the presence of RuCl2(PPh3)3 catalyst led to condensation of CH2OH and NH groups to afford N-alkyl-(or N-aryl-)2-aza-[3]-ferrocenop
Preparation and characterization of various N-substituted-2-aza-[3]-ferrocenophanes and their chemical and electrochemical properties
Sakano, Tatsuaki,Ishii, Hidetake,Yamaguchi, Isao,Osakada, Kohtaro,Yamamoto, Takakazu
, p. 176 - 182 (2008/10/08)
RuCl2(PPh3)3 catalyzed condensation of 1,1′-ferrocenedimethanol with primary amines afforded N-alkyl- or N-aryl-2-aza-[3]-ferrocenophanes which were characterized by 1H and 13C NMR spectra. X-ray crystallography of N-(4-butylphenyl)-2-aza-[3]-ferrocenophane unequivocally revealed its mononuclear structure. The N-C (aryl) bond distance is shorter than the N-CH2 single bond due to extension of π-conjugation of the aromatic ring to the nitrogen atom. N-Hexyl-2-aza-[3]-ferrocenophane reacts with methyl iodide to give the N-methylated product which was characterized by NMR spectroscopy and X-ray crystallography. N-Aryl-2-aza-[3]-ferrocenophanes exhibited reversible redox between ferrocene and ferrocenium cations and an irreversible oxidation peak at a higher oxidation potential.
