Oxygen Binding by Co(II) Complexes with Oxime-Containing Schiff Bases in Solution

Pająk, Marek; Woźniczka, Magdalena; Lichawska, Marta E.; Czerwiński, Bartłomiej; Włodarczyk, Jakub; Fichna, Jakub

doi:10.3390/ijms23105492

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“…The high reactivity of imines results from the presence of the multifunctional C = N bond in their structure, which is able to undergo a wide spectrum of chemical transformations, including reduction, condensation, cyclisation, cycloaddition, nucleophilic addition as well as multicomponent reactions, leading to the formation of various biologically and chemically relevant products. As ligands readily complexing the metals of the d and f blocks, imines are also valuable reagents in coordination chemistry [ 1 , 2 , 3 , 4 , 5 ]. The diversity of compounds containing the azomethine unit shows that the synthetic potential of imines both as substrates and intermediates is indeed great.…”

Section: Introductionmentioning

confidence: 99%

Mechanochemical Synthesis of Fluorinated Imines

et al. 2022

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A number of imines, including 12 new compounds, previously not reported in the literature, derived from variously fluorinated benzaldehydes and different anilines or chiral benzylamines were synthesized by a solvent-free mechanochemical method, which was based on the manual grinding of equimolar amounts of the substrates at the room temperature. In a very short reaction time of only 15 min, the method produced the expected products with good-to-excellent yields. The yields were comparable or significantly higher than those reported in the literature for the imines synthesized by other methods. Importantly, the conditions used for the reactions with aniline derivatives also resulted in the high yields of imines obtained from chiral benzylamines, and can be extended to the synthesis with other similar amines. Structures of all imines were confirmed by NMR spectroscopy: 1H, 13C and 19F. For four compounds, X-ray structures were also obtained. The synthetic approach presented in this paper contributes to the prevention of environmental pollution and can be easily extended for larger-scale syntheses. The mechanochemical solvent-free method provides a convenient strategy particularly useful for the preparation of fluorinated imines being versatile intermediates or starting material in the synthesis of drugs and other fine chemicals.

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