Alexey N. Rodionov

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.

Solvent switchable CuII complexes

A new tetranuclear complex Cu4, [Cu2L(OH)]2·2CH3OH·H2O (1), with the functionalized Schiff base ligand 2,6-bis((2-(acetylamino)phenylimino)methyl)-4-tert-butylphenol (H3L) has been obtained and characterized in the solid state by X-ray diffraction. The formation of the tetranuclear species is solvent dependent, the presence of water being a determinant in its isolation. Based on the mass-spectrometric evidence, the behaviour of the H3L–CuII system in the presence of water was investigated. Namely, water can switch the nuclearity of the CuII cluster from dinuclear to tetranuclear. The redox behaviour of this species in DMSO solution, showing two cathodic metal-centred peaks at EP = −0.80 and −1.35 V and an irreversible ligand-centred anodic peak at EP = 1.03 V, was found to be similar to that of a pristine dinuclear complex. The tetranuclear species was also characterized in the solid state by magnetic measurements, showing a dominating bulk antiferromagnetic behaviour, with a singlet ground state at approximately 2 K. DFT calculations permitted us to estimate the strong intradimer antiferromagnetic exchange interaction (J1 = −440 cm−1), together with two weak interdimer ferromagnetic exchange interactions (J2 = +0.5 and J3 = +1.7 cm−1).

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

Synthesis and antimycobacterial activity of N-isonicotinoyl-N′-alkylideneferrocenecarbohydrazides

Acylation of ferrocenoylhydrazones with isonicotinoyl chloride hydrochloride in pyridine was used to obtain a number of new N-isonicotinoyl-N′-ylideneferrocenecarbohydrazides in 50–95% yields. The obtained compounds were characterized by NMR and IR spectroscopy and mass-spectrometry. Some of the obtained compounds were found to exhibit pronounced antimycobacterial activity against the Mycobacterium rubrum strain and to have no toxicity with respect to the P. aeruginosa, E. coli, S. aureus, B. subtilis, and C. albicans strains.