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ISSN 1998-9539

Influence of Electron-Donating Substituents on the Stability of Sandwich-Type Complexes of Crown-Containing Anthraquinoneimines

Aleksandra A. Kudrevatykh,a@ Timofey P. Martyanov,b Evgeny N. Ushakov,b Alexander V. Chernyak,b,c and Lubov S. Klimenkoa
aYugra State University, 628012 Khanty-Mansiysk, Russia
bInstitute of Problems of Chemical Physics RAS, 142432 Chernogolovka, Russia
cScience Center in Chernogolovka RAS, 142432 Chernogolovka, Russia
@Corresponding author E-mail:
DOI: 10.6060/mhc200285k
Macroheterocycles 2020 13(1) 55-63

New 4′-(1-hydroxy-9,10-anthraquinone-9-imino)benzo-15-crown-5 ether derivatives containing a phenoxy group at the position 2 or 4 of the anthraquinone moiety were synthesized photochemically. The complexing properties of these compounds in acetonitrile were studied by spectrophotometry. Two analogous derivatives, one of which has no substituents in positions 2 and 4, and the other one containsbenzoylamino group in position 2, were used in this study as the reference ligands. It was demonstrated that the synthesized dyes are capable of binding the Sr2+ and Ba2+ ions to form 2:1 (ligand–metal) sandwich-type complexes that exhibit higher stability constants than the corresponding 1:1 complexes. The molecular structures of the biligand complexes with Ba2+ in solution were studied by dispersion-corrected density functional theory calculations.

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