Synthesis, Properties, and Structure of Ferrocenoylpyrazoles

The reaction of 3,5-disubstituted pyrazoles with ferrocenylvinyl ketone 1 produced new ferrocenoylpyrazoles 3a–3e. The reaction of 1 with unsymmetrical 3(5)-methyl-5(3)-trifluoromethylpyrazole gave both isomers, with their ratio depending on the reaction conditions. Both isomers 3d and 3e were isolated in pure form and characterized by mass spectrometry, NMR spectroscopy, and cyclic voltammetry. The structure of isomer 3e, which is the product of thermodynamic control, was confirmed by X-ray diffraction analysis (CCDC no. 2450072).

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Publication Details

Journal
Russian Journal of Coordination Chemistry
Published
2025-09-01
DOI
https://doi.org/10.1134/s1070328425600809
Primary Topic
Ferrocene Chemistry and Applications
Type
article
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article

Synthesis, Properties, and Structure of Ferrocenoylpyrazoles

Russian Journal of Coordination Chemistry
Ferrocene Chemistry and Applications
article

Synthesis, Properties, and Structure of Ferrocenoylpyrazoles

article en

Abstract

The reaction of 3,5-disubstituted pyrazoles with ferrocenylvinyl ketone 1 produced new ferrocenoylpyrazoles 3a–3e. The reaction of 1 with unsymmetrical 3(5)-methyl-5(3)-trifluoromethylpyrazole gave both isomers, with their ratio depending on the reaction conditions. Both isomers 3d and 3e were isolated in pure form and characterized by mass spectrometry, NMR spectroscopy, and cyclic voltammetry. The structure of isomer 3e, which is the product of thermodynamic control, was confirmed by X-ray diffraction analysis (CCDC no. 2450072).

Russian Journal of Coordination ChemistryVol. 51(9)
A. N. Nesmeyanov Institute of Organoelement Compounds (RU), N.D. Zelinsky Institute of Organic Chemistry (RU), National Research Nuclear University MEPhI (RU)
Openalex Percentile: Top 34%
Ferrocene Chemistry and Applications
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