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Effect of substituents on cation-receptor properties of crown-containing 1-hydroxyanthraquinone imines

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Abstract

Complex formation properties of new crown-containing 1-hydroxyanthraquinone imines with donor and acceptor substituents in the anthraquinone nucleus were studied. The compounds were prepared by photochemical reactions of 4-aminobenzo-15-crown-5-ether with photoactive derivatives of 1-phenoxyanthraquinone. It has been established that the introduction of acceptor substituents causes a shift of the prototropic tautomeric imine-enamine equilibrium towards the formation of the NH-form. As a result, significant cation-induced spectral changes are observed during complex formation.

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Correspondence to A. A. Kudrevatykh.

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Based on the materials of the V All-Russian Organic Chemistry Conference (ROCC-V) (September 10–14, 2018, Vladikavkaz, Russia).

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Kudrevatykh, A.A., Neznaeva, D.A., Martyanov, T.P. et al. Effect of substituents on cation-receptor properties of crown-containing 1-hydroxyanthraquinone imines. Russ Chem Bull 68, 623–627 (2019). https://doi.org/10.1007/s11172-019-2465-8

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  • DOI: https://doi.org/10.1007/s11172-019-2465-8

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