2,6-Disubstituted 4-azidopyrimidines: synthesis, kinetic and thermodynamic studies of azide-tetrazole rearrangement by NMR spectroscopy
- Авторы: Pleshkova N.1, Nikolaenkova E.1, Krivopalov V.1, Mamatyuk V.1,2
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Учреждения:
- N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of Siberian Branch, Russian Academy of Sciences
- Novosibirsk State University (National Research University)
- Выпуск: Том 66, № 11 (2017)
- Страницы: 2095-2102
- Раздел: Full Article
- URL: https://journals.rcsi.science/1066-5285/article/view/241562
- DOI: https://doi.org/10.1007/s11172-017-1986-2
- ID: 241562
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Аннотация
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.
Об авторах
N. Pleshkova
N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of Siberian Branch, Russian Academy of Sciences
Автор, ответственный за переписку.
Email: Nadia789@nioch.nsc.ru
Россия, 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
Россия, 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
Россия, 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
Россия, 9 prosp. Lavrentieva, Novosibirsk, 630090; 2 ul. Pirogova, Novosibirsk, 630090