Skip to main content
SpringerLink
Log in

Stable Imidazoline Nitroxides

  • Chapter
Biological Magnetic Resonance

Abstract

In the 1960s, interest in the chemistry of nitroxides heightened, owing largely to the expanding scope of their possible practical and theoretical applications. By now the nitroxides have become a self-contained class of organic compounds, holding a place of their own in chemistry.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution
eBook
USD 16.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 16.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  • Amitina, S.A., and Volodarsky, L.B., 1976, Izv. Akad. Nauk SSR, Ser. Khim.1976:2135.

    Google Scholar 

  • Archakov, A.L, 1975, Microsomal Oxidation, p. 131, Nauka, Moscow.

    Google Scholar 

  • Aurich, H. G., and Weiss, W., 1975, in: Topics in Current Chemistry, Vol. 59 (F. L. Boschke, ed.), p. 66, Springer Verlag, New York.

    Google Scholar 

  • Backer, J. M., Budker, V. G., Eremenko, S. I., and Molin, Yu. N., 1977, Biochim. Biophys. Acta460:152.

    Article  CAS  Google Scholar 

  • Barfield, M., 1964, J. Chem. Phys.41:3825.

    Article  CAS  Google Scholar 

  • Buchachenko, A. L., and Wasserman, A. M., 1973, Stable Radicals, p. 10, Khimia, Moscow.

    Google Scholar 

  • Cook, A. G., 1969, Enamines: Structure, Synthesis and Reactions, Interscience, New York.

    Google Scholar 

  • Delpierre, G. R., and Lamchen, M., 1965, Q. Rev.19:329.

    Article  CAS  Google Scholar 

  • Dikanov, S.A., Yudanov, V.F., and Tsvetkov, Yu. D., 1977, Zh. Strukt. Khim.18:460.

    CAS  Google Scholar 

  • Fitzgerald, R. I., and Drago, R. S., 1967, J. Am. Chem. Soc.89:2879.

    Article  CAS  Google Scholar 

  • Forrester, A. R., Hay, J. M., and Thomson, R. H., 1968, Organic Chemistry of Stable Free Radicals, Academic Press, New York.

    Google Scholar 

  • Golubev, V. A., Sen, V. D., and Rozantsev, E. G., 1974, Izv. Akad. Nauk SSSR, Ser. Khim.1974:2113

    Google Scholar 

  • Golubev, V. A., Sen, V. D., Kulyk, I. V., and Alexandrov, A. L., 1975, Izv. Akad. Nauk SSSR, Ser. Khim.1975:2235.

    Google Scholar 

  • Golubev, V. A., Varenina, T. N., Chernaya, L. I., Matkovskii, P. E., and Dyachkovsky, F. S., 1977, Zh. Obsch. Khim.47:1825.

    CAS  Google Scholar 

  • Griffin, B. W., Peterson, J. A., Werringloer, J., and Estabrook, R., 1975, Ann. N. Y. Acad. Sci.244:107.

    Article  CAS  Google Scholar 

  • Grigor’ev, I. A., and Mitasov, M. M., 1976, Atlas of Spectra: Aromatic and Heterocyclic Compounds (V. A. Koptug, ed.), p. 2, Novosibirsk.

    Google Scholar 

  • Grigor’ev, I. A., and Volodarsky, L. B., 1974, Zh. Org. Khim.10:118.

    Google Scholar 

  • Grigor’ev, I. A., and Volodarsky, L. B., 1975, Zh. Org. Khim.11:1328.

    Google Scholar 

  • Grigor’ev, I. A., and Volodarsky, L. B., 1978, Izv. Akad. Nauk SSSR, Ser. Khim.1978:208.

    Google Scholar 

  • Grigor’ev, I. A., Shchukin, G. I., and Volodarsky, L. B., 1975, Zh. Org. Khim.11:1332.

    Google Scholar 

  • Grigor’ev, I. A., Druganov, A. G., and Volodarsky, L. B., 1976, Izv. Sib. Otdel. Akad. Nauk SSSR, Ser. Khim. Nauk 1976(4): 131.

    Google Scholar 

  • Grigor’ev, I. A., Shchukin, G. I., and Volodarsky, L. B., 1977a, Izv. Sib. Otdel. Akad. Nauk SSSR, Ser. Khim. Nauk1977:(4): 135.

    Google Scholar 

  • Grigor’ev, I. A., Mitasov, M. M., Shchukin, G. I., Korobeinicheva, I. K., and Volodarsky, L. B., 1977b, Zh. Org. Khim.13:1532.

    Google Scholar 

  • Grigore’ev, I. A., Martin, V. V., Shchukin, G. I., and Volodarsky, L. B., 1979a, Izv. Akad. Nauk SSSR, Ser. Khim.1979:2530.

    Google Scholar 

  • Grigor’ev, I. A., Shchukin, G. I., Druganov, A. G., and Volodarsky, L. B., 1979b, Izv. Sib. Otdel. Akad. Nauk SSSR, Ser. Khim. Nauk1979(1):80.

    Google Scholar 

  • Grigor’ev, I. A., Mitasov, M. M., Shchukin, G. I., and Volodarsky, L. B., 1979c, Izv. Akad. Nauk SSR, Ser. Khim.1979:2619.

    Google Scholar 

  • Hamer, J., and Macaluso, A., 1964, Chem. Rev.64:414.

    Article  Google Scholar 

  • Hamilton, C. L., and McConnell, H. M., 1968, Spin Labels in Structural Chemistry and Molecular Biology (A. Rich and N. Davidson, eds.), pp. 115–149, W. H. Freeman, San Francisco.

    Google Scholar 

  • Hansen, C. R., and Boyd, R. L., 1970, J. Heterocycl. Chem.1970:911.

    Article  Google Scholar 

  • Hoffman, A. K., and Henderson, A. T., 1961,J. Am. Chem. Soc.83:4671.

    Article  Google Scholar 

  • Ivanovskaja, L. Yu., Derendjaev, B. D., Martin, V. V., and Kobrin, V. S., 1977a, Izv. Sib. Otdel. Akad. Nauk SSSR, Ser. Khim. Nauk1977(5): 136.

    Google Scholar 

  • Ivanovskaja, L. Yu., Derendjaev, B. D., Kobrin, V. S., and Volodarsky, L. B., 1977b, Izv. Sib. Otdel. Akad. Nauk SSSR, Ser. Khim. Nauk1977(5):141.

    Google Scholar 

  • Ivanovskaja, L. Yu., Derendjaev, B. D., Kobrin, V. S., and Volodarsky, L. B., 1979, Khim. Geterotsikl. Soedin.1979:1340

    Google Scholar 

  • Katritzky, A. R., and Lagowsky, J. M., 1971, Chemistry of the Heterocyclic N-Oxides, Academic Press, London.

    Google Scholar 

  • Keana, J. F. W., 1978, Chem. Rev.78:31.

    Article  Google Scholar 

  • Keana, J. F. W., Keana, S. B., and Beethman, D., 1967, J. Am. Chem. Soc.89:3055.

    Article  CAS  Google Scholar 

  • Keana, J. F. W., Norton, R. S., Morello, M., Van Engen, D., and Clardy, J., 1978, J. Am. Chem. Soc.100:934.

    Article  CAS  Google Scholar 

  • Keller, H. J., and Schwarzhans, K. E., 1970, Angew. Chem.82:227.

    Article  Google Scholar 

  • Kreilick, R. W., 1967,J. Chem. Phys.46:4260.

    Article  CAS  Google Scholar 

  • Kreilick, R. W., 1968, J. Am. Chem. Soc.90:2711.

    Article  CAS  Google Scholar 

  • Kutikova, G. A., and Volodarsky, L. B., 1970, Zh. Org. Khim.6:1505.

    CAS  Google Scholar 

  • Kutikova, G. A., and Volodarsky, L. B., 1973, USSR Patent N. 408948, Bull. Izobr.1973:48

    Google Scholar 

  • Kuznetsov, A. N., 1976, Metod Spinovogo Zonda Nauka, Moscow.

    Google Scholar 

  • Larionov, S. V., and Ovcharenko, V. L, 1979, Koord. Khim.1979:1034.

    Google Scholar 

  • Larionov, S. V., Ovcharenko, V. I., Sadykov, R. A., Volodarsky, L. B., 1975a, Izv. Akad. Nauk SSSR, Ser. Khim.1975:1922.

    Google Scholar 

  • Larionov, S. V., Ovcharenko, V. I., Sadykov, R. A., Sagdeev, R. Z., and Volodarsky, L. B., 1975b, Koord. Khim.1975:1312.

    Google Scholar 

  • Larionov, S. V., Ovcharenko, V. I., Sagdeev, R. Z., and Volodarsky, L. B., 1978, Abstracts of XIII Tchugaev Conference of the Complexed Compounds, p. 233, Nauka, Moscow.

    Google Scholar 

  • Lebedev, O. L., and Kazarnovskii, 1959, Tr. Khim. Khim. Tekhnol.3:649.

    Google Scholar 

  • Lee, T. D., and Keana, J. F. W., 1975, J. Org. Chem.40:3145.

    Article  CAS  Google Scholar 

  • Lichtenshtein, G. I., 1976, Spin Labeling Methods in Molecular Biology, Wiley-Interscience, New York.

    Google Scholar 

  • Malatesta, v., and Ingold, K. U., 1973, J. Am. Chem. Soc.95:6404.

    Article  CAS  Google Scholar 

  • Martin, V. V., and Volodarsky, L. B., 1978, Khim. Geterotsikl. Soedin.1978:103.

    Google Scholar 

  • Martin, V. V., Kobrin, V. S., and Volodarsky, L. B., 1977, Izv. Sib. Otdel. Akad. Nauk SSSR, Ser. Khim. Nauk1977(3): 153.

    Google Scholar 

  • Michael, A., and Carlson, G. H., 1939, J. Org. Chem.4:169.

    Article  CAS  Google Scholar 

  • Mitasov, M. M., Grigor’ev, I. A., Korobeinicheva, I. K., and Volodarsky, L. B., 1977, Zh. Org. Khim.13:1538.

    CAS  Google Scholar 

  • Mitasov, M. M., Grigor’ev, I. A., Shchukin, G. I., Korobeinicheva, I. K., and Volodarsky, L. B., 1978, Izv. Sib. Otdel. Akad. Nauk SSSR, Ser. Khim. Nauk1978(1):112

    Google Scholar 

  • Molin, Yu. N., and Sagdeev, R. Z., 1972, Free Radical States in Chemistry, International Collection in memory of Academician V. V. Voevodsky, Nauka, Novosibirsk.

    Google Scholar 

  • Morat, C., and Rassat, A., 1972, Tetrahedron28:735.

    Article  CAS  Google Scholar 

  • Murayama, K., Toda, T., and Eiko, M., 1976, Japan Patent No. 7615001; C. A.85:160848r.

    Google Scholar 

  • Murman, K., 1957, J. Am. Chem. Soc.79:521.

    Article  Google Scholar 

  • Nad, V. Yu., Petrukhin, O. M., Zolotov, Yu. A., and Volodarsky, L. B., 1978, Izv. Akad. Nauk SSSR, Ser. Khim.1978:2186.

    Google Scholar 

  • Ochiai, E., 1967, Aromatic Amine Oxides, Elsevier, Amsterdam.

    Google Scholar 

  • Osiecki, J. H., and Ullman, E. F., 1968, J. Am. Chem. Soc.90:1078.

    Article  CAS  Google Scholar 

  • Ovcharenko, V. L, Larionov, S. V., Sadykov, R. A., Sagdeev, R. Z., Grigor’ev, I. A., and Volodarsky, L. B., 1977, Koord. Khim.1977:1558.

    Google Scholar 

  • Ovcharenko, V. I., Larionov, S. V., Sagdeev, R. Z., and Volodarsky, L. B., 1978a, Zh. Strukt. Khim.1978:163.

    Google Scholar 

  • Ovcharenko, V. I., Larionov, S. V., Sagdeev, R. Z., Volodarsky, L. B., 1978b, Izv. Sib. Otdel. Akad. Nauk SSSR, Ser. Khim. Nauk1978(3):79.

    Google Scholar 

  • Ovcharenko, V. I., Larionov, S. V., Kirichenko, V. N., Sagdeev, R. Z., and Volodarsky, L. B., 1978c, Koord. Khim.1978:1878.

    Google Scholar 

  • Ovcharenko, V. I., Larionov, S. V., Mironova, G. N., and Volodarsky, L. B., 1979, Izv. Akad. Nauk SSSR, Ser Khim.1979:645.

    Google Scholar 

  • Priere, R., Lemaire, H., Rassat, A., and Rey, P., 1967, Bull. Soc. Chim. (France)1967:4419.

    Google Scholar 

  • Putsykin, Yu. G., and Volodarsky, L. B., 1968, Izv. Sib. Otdel. Akad. Nauk SSSR, Ser. Khim. Nauk, 1968(4):101.

    Google Scholar 

  • Reznikov, V. A., and Volodarsky, L. B., 1979, Izv. Akad. Nauk SSSR, Ser. Khim.1979:926.

    Google Scholar 

  • Rozantsev, E. G., 1970, Free Nitroxyl Radicals, Plenum Press, New York.

    Google Scholar 

  • Rozantsev, E. G., and Sholle, V. D., 1971, Synthesis1971:190, 401.

    Article  Google Scholar 

  • Rozantsev, E. G., Golubev, V. A., and Neiman, M. B., 1965, Izv. Akad. Nauk SSSR, Ser. Khim.1965:391.

    Google Scholar 

  • Sadykov, R. A., Sagdeev, R. Z., Molin, Yu. N., and Volodarsky, L. B., 1974, Izv. Sib. Otdel. Akad. Nauk SSSR, Ser. Khim. Nauk 1974(1):63.

    Google Scholar 

  • Sadykov, R. A., Sagdeev, R. Z., Molin, Yu. N., Ovcharenko, V. L, Larionov, S. V., and Volodarsky, L. B., 1977, Koord. Khim.1977:71.

    Google Scholar 

  • Sagdeev, R. Z., Molin, Yu. N., Kutikova, G. A., and Volodarsky, L. B., 1968, Zh. Strukt. Khim.9:903.

    CAS  Google Scholar 

  • Sagdeev, R. Z., Molin, Yu. N., Rozantsev, E. G., 1969, Teor. Eksp. Khim.5:234.

    CAS  Google Scholar 

  • Sagdeev, R. Z., Molin, Yu. N., Sadykov, R. A., Volodarsky, L. B., Kutikova, G. A., 1973, J. Magn. Reson.9:13.

    CAS  Google Scholar 

  • Schapiro, A. B., Novozhilova, G. A., Dombrovskii, B. A., Volodarsky, L. B., and Rozantsev, E. G., 1976, Izv. Akad. Nauk SSSR, Ser. Khim.1976:2124.

    Google Scholar 

  • Schapiro, A. B., Pavlikov, V. P., Skripnichenko, L. N., Suskina, V. L, Novozhilova, G. A., Chumakov, V. M., and Rozantsev, E. G., 1977, Magnetic Resonance in Biology and Medicine, p. 171, Nauka, Moscow.

    Google Scholar 

  • Schapiro, A. B., Volodarsky, L. B., Krasochka, O. N., Atovmjan, L. O., and Rozantsev, E. G., 1979, Dokl. Akad. Nauk SSSR, 248(5): 1150.

    Google Scholar 

  • Schlude, H., 1973, Tetrahedron29:4007.

    Article  CAS  Google Scholar 

  • Schlude, H., 1975, Tetrahedron31:89.

    Article  CAS  Google Scholar 

  • Semikolenov, V. A., Likholobov, V. A., Mastikhin, V. M., Lapina, O. B., and Ermakov, Yu. I., 1977, Proceedings of National Conference on Catalysis, p. 47, Novosibirsk.

    Google Scholar 

  • Sevastyanova, T. K., and Volodarsky, L. B., 1972, Izv. Akad. Nauk, SSSR, Ser. Khim.1972: 2339.

    Google Scholar 

  • Shchukin, G. I., and Volodarsky, L. B., 1979a, Izv. Akad. Nauk SSSR, Ser Khim.1979:223.

    Google Scholar 

  • Shchukin, G. I., and Volodarsky, L. B., 1979b, Izv. Akad. Nauk SSSR, Ser. Khim.1979:228.

    Google Scholar 

  • Toda, T., Morimura, S., Horiuchi, H., and Murayama, K., 1971, Bull. Chem. Soc. Jap.44:3445.

    Article  CAS  Google Scholar 

  • Toda, T., Mori, E., and Murayama, K., 1972, Bull. Chem. Soc. Jap.45:1164.

    Google Scholar 

  • Volodarsky, L. B., 1973, Khim. Geterotsikl. Soedin.1973:1299.

    Google Scholar 

  • Volodarsky, L. B., and Druganov, A. G., 1977, USSR Patent No. 574443, Bull. Izobr.1977:36.

    Google Scholar 

  • Volodarsky, L. B., and Grigor’ev, I. A., 1975, Fifth International Congress of Heterocyclic Chemistry, Abstracts of Papers, p. 293, Ljubljana, Yugoslavia.

    Google Scholar 

  • Volodarsky, L. B., and Kutikova, G. A., 1971, Izv. Akad. Nauk SSSR, Ser. Khim.1977:937.

    Google Scholar 

  • Volodarsky, L. B., and Putsykin, Yu. G., 1967, Zh. Org. Khim.5:1686.

    Google Scholar 

  • Volodarsky, L. B., and Sevastyanova, T. K., 1971, Zh. Org. Khim.7:1687.

    Google Scholar 

  • Volodarsky, L. B., and Sevastyanova, T. K., 1973, USSR Patent No. 389097; Bull. Izobr. 1973:29.

    Google Scholar 

  • Volodarsky, L. B., and Sevastyanova, T. K., 1974, USSR Patent No. 420627; Bull Izobr.1974:11.

    Google Scholar 

  • Volodarsky, L. B., and Tikhonov, A. Ya., 1977, Izv. Akad. Nauk SSSR, Ser. Khim.1977:2619.

    Google Scholar 

  • Volodarsky, L. B., Koptug, V. A., and Lysack, A. N., 1966, Zh. Org. Khim.2:114.

    Google Scholar 

  • Volodarsky, L. B., Kutikova, G. A., Sagdeev, R. Z., and Molin, Yu. N., 1968, Tetrahedron Lett. 1968:1065.

    Article  Google Scholar 

  • Volodarsky, L. B., Kutikova, G. A., Sagdeev, R. Z., and Molin, Yu. N., 1969, Zh. Vses. Khim. Ova.14:113.

    Google Scholar 

  • Volodarsky, L. B., Kutikova, G. A., Kobrin, V. S., Sagdeev, R. Z., and Molin, Yu. N., 1971, Izv. Sib. Otdel. Akad. Nauk SSSR, Ser. Khim. Nauk1971(3): 101.

    Google Scholar 

  • Volodarsky, L. B., Grigor’ev, I. A., and Kutikova, G. A., 1973, Zh. Org. Khim.9:1974.

    Google Scholar 

  • Volodarsky, L. B., Grigor’ev, I. A., Kutikova, G. A., and Sevastyanova, T. K., 1974, USSR Patent No. 412193; Bull. Izobr. 1974:3.

    Google Scholar 

  • Volodarsky, L. B., Martin, V. V., and Kobrin, V. S., 1976, Zh. Org. Khim.12:2261.

    Google Scholar 

  • Volodarsky, L. B., Kobrin, V. S., Martin, V. V., Tormyscheva, N. Yu., Rozantsev, E. G., Schapiro, A. B., Aliev, V. S., Sadykhov, Sch. G., Gasan-Zade, A. A., and Soldatova, V. Z., 1977, USSR Patent No. 579272, Bull. Izobr.1977:41.

    Google Scholar 

  • Volodarsky, L. B., Reznikov, V. A., and Kobrin, V. S., 1979, Zh. Org. Khim.15:415.

    Google Scholar 

  • Weiner, L. M., Eremenko, S. I., Popova, V. I., Sagdeev, R. Z., Tsyrlov, I. B., and Liahovich, V. V., 1978, Investigation by ESR Method Electron Transition in the Complexes of Cytochrome P450 with Stable Radicals, Materials of the Twentieth AMPERE Congress, p. 130, Tallin.

    Google Scholar 

  • Yoshioka, T., Higashida, S., and Murayama, K., 1972a, Bull. Chem. Soc. Jap.45:636.

    Article  CAS  Google Scholar 

  • Yoshioka, T., Mori, E., and Murayama, K., 1972b, Bull. Chem. Soc. Jap.45:1855.

    Article  CAS  Google Scholar 

  • Yudanov, V. F., Dikanov, S. A., Grischin, Yu. A., and Tsvetkov, Yu. D., 1976, Zh. Strukt. Khim.17:450.

    CAS  Google Scholar 

  • Zhdanov, R. I., 1977, Magnetic Resonance in Biology and Medicine, Abstracts of Report p. 17, Nauka, Moscow.

    Google Scholar 

  • Zhdanov, R. I., Romaschina, T. H., Volodarsky, L. B., and Rozantsev, E. G., 1977, Dokl. Akad. Nauk SSSR236(3):93.

    Google Scholar 

  • Zolotov, Yu. A., 1978, Third European Conference on Analytical Chemistry, p. 1, Dublin.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Organic Chemistry, Siberian Division of the Academy of Sciences, Novosibirsk 90, USSR

    Leonid B. Volodarsky & Igor A. Grigor’ev

  2. Institute of Chemical Kinetics and Combustion, Siberian Division of the Academy of Sciences, Novosibirsk 90, USSR

    Renad Z. Sagdeev

Authors
  1. Leonid B. Volodarsky
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Igor A. Grigor’ev
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Renad Z. Sagdeev
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

  1. Ohio State University, Columbus, Ohio, USA

    Lawrence J. Berliner

  2. University of Houston, Houston, Texas, USA

    Jacques Reuben

Rights and permissions

Reprints and permissions

Copyright information

© 1980 Plenum Press, New York

About this chapter

Cite this chapter

Volodarsky, L.B., Grigor’ev, I.A., Sagdeev, R.Z. (1980). Stable Imidazoline Nitroxides. In: Berliner, L.J., Reuben, J. (eds) Biological Magnetic Resonance. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-6537-6_4

Download citation

  • DOI: https://doi.org/10.1007/978-1-4615-6537-6_4

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4615-6539-0

  • Online ISBN: 978-1-4615-6537-6

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation