Lubov' V. Snegur

Synthesis and structure of biologically active ferrocenylalkyl polyfluoro benzimidazoles

Abstract The title compounds were synthesized in quantitative yields by interacting α-hydroxyalkyl ferrocenes with polyfluoroalkyl benzimidazoles in an aqueous-organic medium in the presence of HBF4. The resulting diastereomers and enantiomers were resolved using HPLC on silica bonded chiral stationary phases based on chiral cyclodextrins and cyclic antibiotics. The X-ray determination of molecular and crystal structure of 1-ferrocenylmethyl-2-(trifluoromethoxyfluoromethyl)benzimidazole (1) was carried out.

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.

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.