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SYNTHESIS AND STRUCTURE OF A NEW POLYDENTATE 8-HYDROXYQUINOLINE LIGAND SYSTEM WITH A 1,3-TROPOLONE FRAGMENT AT POSITION 2 IN THE QUINOLINE RING

И. Е. Михайлов, А. А. Колодина, Г. А. Душенко, Ю. М. Артюшкина, В. В. Ткачев, С. М. Алдошин, Ю. А. Саяпин, В. И. Минкин
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Abstract


An original three-step method has been developed for the synthesis of a new polydentate 8‑hydroxyquinoline ligand system with a 1,3-tropolone fragment at position 2 of the quinoline ring. X‑ray diffraction structural analysis, 1H and 13C NMR spectroscopy, and quantum-chemical calculations showed that this ligand exists in the NH-tautomeric form with the phenolic hydroxyl group in the exo position of the quinoline ring.

How to Cite
Mikhailov, I. E.; Kolodina, A. A.; Dushenko, G. A.; Artyushkina, Yu. M.; Tkachev, V. V.; Aldoshin, S. M.; Sayapin, Yu. A.; Minkin, V. I. Chem. Heterocycl. Compd. 2014, 50, 828. [Khim. Geterotsikl. Soedin. 2014, 897.]

For this article in the English edition see DOI 10.1007/s10593-014-1537-9


Keywords


1,2-benzoquinone; 8-hydroxy-2-methylquinoline; 1,3-tropolone; intramolecular hydrogen bond; ring expansion reaction

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