2,6-Disubstituted 4-azidopyrimidines: synthesis,kinetic and thermodynamic studies of azide-tetrazole rearrangement by NMR spectroscopy |
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| Authors: | N. V. Pleshkova E. B. Nikolaenkova V. P. Krivopalov V. I. Mamatyuk |
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| Affiliation: | 1.N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of Siberian Branch,Russian Academy of Sciences,Novosibirsk,Russian Federation;2.Novosibirsk State University (National Research University),Novosibirsk,Russian Federation |
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| Abstract: | 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; Е a = 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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