Alexander A. Simenel

Simple route to ferrocenyl(alkyl)imidazoles

Abstract A suitable method for the synthesis of ferrocenyl(alkyl)imidazoles is proposed. The treatment of α-ferrocenylcarbinols with N , N ′-carbonyldiimidazole affords the title compounds, are in more than 80% yields.

Application of reductive amination reaction for preparation of ferrocene-modified porphyrins

Porphyrin-modified ferrocenes were synthesized via the reductive amination reaction of ferrocenylpyrazolecarboxaldehydes and tetraphenylporphyrinamine. The steric hindrance of ferrocene moiety was found to play the key role in this reaction.

Synthesis of bis-ferrocenylpyrazoles via ferrocenylalkylation reaction

Regioselective synthesis of bis-ferrocenylpyrazole derivatives in biphasic aquatic–organic system under catalysis with HBF4 was carried out. The regioselectivity of these reactions depending on the electronic effects of substituents in pyrazole moiety was studied.Graphical abstract

Enantiomeric-Enriched Ferrocenes: Synthesis, Chiral Resolution, and Mathematic Evaluation of CD-chiral Selector Energies with Ferrocene-Conjugates

Enantiomeric-enriched ferrocene-modified pyrazoles were synthesized via the reaction of the ferrocene alcohol, (S)-FcCH(OH)CH3 (Fc = ferrocenyl), with various pyrazoles in acidic conditions at room temperature within several minutes. X-ray structural data for racemic (R,S)-1N-(3,5-dimethyl pyrazolyl)ethyl ferrocene (1) and its (S)-enantiomer (S)-1 were determined. A series of racemic pyrazolylalkyl ferrocenes was separated into enantiomers by analytical HPLC on β- and γ-cyclodextrins (CD) chiral stationary phases. The quantum chemical calculations of interaction energies of β-CD were carried out for both (R)- and (S)-enantiomers. A high correlation between experimental HPLC data and calculated interaction energies values was obtained.