Conclusions
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1.
An analysis of the parameters of the NMR-13C and1H spectra of derivatives of 3-hydroxypyridine and their N-oxides showed that transition from the unoxidized base to the N-oxide is accompanied by a shift of practically all the signals into a higher-field region.
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2.
The NMR data were compared with a calculation of theπ-charges of derivatives of 3-hydroxypy-ridine-1-oxide in the anionic form. For 2-substituted 3-hydroxypyridine-1-oxides, a satisfactory correlation exists between the chemical shift and theπ-electron density.
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V. P. Lezina, A. U. Stepanyants, V. M. Novikov, L. D. Smirnov, and K. M. Dyumaev, Izv. Akad. Nauk SSSR, Ser. Khim., 2602 (1973).
Zh. I. Aksel'rod and V. M. Berezovskii, Uspekhi Khimii, 39, 1336 (1970).
G. P. Bean, P. J. Brignell, C. D. Johnson, A. R. Katritzky, B. J. Ridenwell, H. O. Tarhan, and A. M. White, J. Chem. Soc, B, 1222 (1967).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 99–102, January, 1974.
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Lezina, V.P., Stepanyants, A.U., Smirnov, L.D. et al. Study of derivatives of 3-hydroxypyridine-1-oxide by the method of NMR-1H and13C spectroscopy. Russ Chem Bull 23, 92–94 (1974). https://doi.org/10.1007/BF00922320
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DOI: https://doi.org/10.1007/BF00922320