Ferrocene-containing tetrahydropyridazines via domino chemistry

IF 4 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure Pub Date : 2025-03-24 DOI:10.1016/j.molstruc.2025.142145

Kyrylo I. Tymoshenko , Svitlana V. Shishkina , Vitalii A. Palchykov

引用次数: 0

Abstract

Since its discovery over 70 years ago, ferrocene has played a pivotal role in nearly every facet of synthetic chemistry, spanning materials science to medicinal chemistry. The unique properties of ferrocene and its derivatives have unsurprisingly made them privileged structures in asymmetric catalysis, the synthesis of biologically active compounds, and components for organoelectronics. In this work, we present a straightforward method for synthesizing ferrocene-based tetrahydropyridazines via a one-pot, base-catalyzed domino condensation of 4‑chloro-1-ferrocenylbutan-1-one with monosubstituted hydrazines. Methanol was identified as the optimal solvent for reactions with arylhydrazines, while benzene yielded the best results for reactions involving alkylhydrazines.

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来源期刊

Journal of Molecular Structure 化学-物理化学

CiteScore

7.10

自引率

15.80%

发文量

2384

审稿时长

45 days

期刊介绍： The Journal of Molecular Structure is dedicated to the publication of full-length articles and review papers, providing important new structural information on all types of chemical species including: • Stable and unstable molecules in all types of environments (vapour, molecular beam, liquid, solution, liquid crystal, solid state, matrix-isolated, surface-absorbed etc.) • Chemical intermediates • Molecules in excited states • Biological molecules • Polymers. The methods used may include any combination of spectroscopic and non-spectroscopic techniques, for example: • Infrared spectroscopy (mid, far, near) • Raman spectroscopy and non-linear Raman methods (CARS, etc.) • Electronic absorption spectroscopy • Optical rotatory dispersion and circular dichroism • Fluorescence and phosphorescence techniques • Electron spectroscopies (PES, XPS), EXAFS, etc. • Microwave spectroscopy • Electron diffraction • NMR and ESR spectroscopies • Mössbauer spectroscopy • X-ray crystallography • Charge Density Analyses • Computational Studies (supplementing experimental methods) We encourage publications combining theoretical and experimental approaches. The structural insights gained by the studies should be correlated with the properties, activity and/ or reactivity of the molecule under investigation and the relevance of this molecule and its implications should be discussed.