2,6-Disubstituted 4-azidopyrimidines: synthesis, kinetic and thermodynamic studies of azide-tetrazole rearrangement by NMR spectroscopy


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Thermodynamic and kinetic parameters of the tautomeric tetrazole-azide rearrangement for a series of 2,6-disubstituted 4-azidopyrimidines are determined by NOESY/EXSY and DNMR: ΔH = 15—28 kJ mol–1; ΔS = 47—65 J mol–1 К–1; Еa = 93—117 kJ mol–1; lgA = 15.1—18.9. They are dependent on electronic properties of the substituents and the polarity of solvent.

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N. Pleshkova

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of Siberian Branch, Russian Academy of Sciences

Autor responsável pela correspondência
Email: Nadia789@nioch.nsc.ru
Rússia, 9 prosp. Lavrentieva, Novosibirsk, 630090

E. Nikolaenkova

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of Siberian Branch, Russian Academy of Sciences

Email: Nadia789@nioch.nsc.ru
Rússia, 9 prosp. Lavrentieva, Novosibirsk, 630090

V. Krivopalov

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of Siberian Branch, Russian Academy of Sciences

Email: Nadia789@nioch.nsc.ru
Rússia, 9 prosp. Lavrentieva, Novosibirsk, 630090

V. Mamatyuk

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of Siberian Branch, Russian Academy of Sciences; Novosibirsk State University (National Research University)

Email: Nadia789@nioch.nsc.ru
Rússia, 9 prosp. Lavrentieva, Novosibirsk, 630090; 2 ul. Pirogova, Novosibirsk, 630090

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