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13C NMR Spectra of cyclic nitrones. 1. 2-substituted 4-methyl- and 4-phenyl-1-hydroxy-5,5-dimethyl-3-imidazoline 3-oxides

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The introduction of an N-oxide oxygen atom into azomethines leads to an upfield shift of the signals for the carbon atom of the G=N group in the 13C NMR spectra by 30–33 ppm. This is consistent with the increase in the electron density on this atom. The signal of the nitrone carbon atom is observed in the region of 140–147 ppm, depending on the nature of the substituent at the C(2) atom of the 3-imidazoline 3-oxide ring.

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Literature cited

  1. E. Breuer, in: The Chemistry of Functional Groups. Supplement F. Part 1 (Editor S. Patai), Interscience, Chichester-flew York-Birsbane-Toronto-Singapore (1982), p. 459.

    Google Scholar 

  2. A. R. Katritzky and J. M. Lagowski, Chemistry of the Heterocyclic N-Oxides, Academic Press, New York-London (1971).

    Google Scholar 

  3. D. St. C. Black, R. F. Crozier, and V. C. Davis, Synthesis, 4, 205 (1975).

    Google Scholar 

  4. F. Heinzer, M. Soukup, and A. Eschenmoser, Helv. Chim. Acta, 61, 2851 (1978).

    Google Scholar 

  5. G. C. Levy and G. L. Nelson, Carbon-13 Nuclear Magnetic Resonance for Organic Chemists, Wiley-Interscience (1972).

  6. G. J. Martin, M. L. Martin, and S. Odiot, Org. Magn. Reson., 7, 2 (1975).

    Google Scholar 

  7. S. A. Sojka, F. J. Dinan, and R. Kolarczyk, J. Org. Chem., 44, 307 (1979).

    Google Scholar 

  8. Yu. V. Gatilov, M. M. Mitasov, I. A. Grigor'ev, and L. B. Volodarskii, Zh. Strukt. Khim., 23, 91 (1982).

    Google Scholar 

  9. N. M. Niemege, Tetrahedron, 33, 1364 (1977).

    Google Scholar 

  10. T. K. Sevast'yanova and L. B. Volodarskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1972, 2339.

  11. L. B. Volodarskii and G. A. Kutikova, Izv. Akad. Nauk SSSR, Ser. Khim., 1971, 937.

  12. L. B. Volodarskii, V. S. Kobrin, and Yu. G. Putsykin, Khim. Geterotsikl. Soedin., 1972, No. 9, 1241.

    Google Scholar 

  13. S. A. Smitina and L. B. Volodarskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1976, 2135.

  14. I. A. Grigor'ev, G. I. Shchukin, S. A. Sikanov, I. K. Kuznetsova, and L. B. Volodarskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1982, 1092.

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Authors and Affiliations

  1. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk

    I. A. Grigor'ev, V. V. Martin, G. I. Shchukin, V. I. Mamatyuk & L. B. Volodarskii

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  1. I. A. Grigor'ev
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  2. V. V. Martin
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  3. G. I. Shchukin
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  4. V. I. Mamatyuk
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  5. L. B. Volodarskii
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 247–251, February, 1985.

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Grigor'ev, I.A., Martin, V.V., Shchukin, G.I. et al. 13C NMR Spectra of cyclic nitrones. 1. 2-substituted 4-methyl- and 4-phenyl-1-hydroxy-5,5-dimethyl-3-imidazoline 3-oxides. Chem Heterocycl Compd 21, 205–209 (1985). https://doi.org/10.1007/BF00504211

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  • DOI: https://doi.org/10.1007/BF00504211

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