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Synthesis and properties of stable aromatic bis(nitrile oxides)

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Abstract

A number of stable bis(nitrile oxides) based on dimesitylmethane and didurylmethane and their analogs in which two aromatic rings are joined by various bridging groups were synthesized. The thermal isomerization of the bis(nitrile oxides) to diisocyanates and the relative reactivities of the bis(nitrile oxides) in 1,3-dipolar cycloaddition to styrene were studied.

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Literature cited

  1. Ch. Grundmann and P. Grünanger, The Nitrile Oxides, Springer-Verlag, Berlin (1971).

    Google Scholar 

  2. A. Padwa (ed.), 1,3-Dipolar Cycloaddition Chemistry, Vols. 1 and 2, Wiley, New York (1984).

    Google Scholar 

  3. US Patent No. 3,390,204 (1968) (Classification 260–837); Chem. Abstr.,64, 36,900 (1968).

    Google Scholar 

  4. C. Grundmann and R. Richter, J. Org. Chem.,32, 2308 (1967).

    PubMed  Google Scholar 

  5. C. Grundmann and R. Richter, J. Org. Chem.,33, 476 (1968).

    Google Scholar 

  6. C. Grundmann and J. M. Dean, J. Org. Chem.,30, 2809 (1965).

    Google Scholar 

  7. J. Nayashi, J. Furukawa, and S. Ymashita, Nippon Gomu Kuokaishi,43(10), 818–825 (1970); Chem. Abstr.,74, 23,479e (1971).

    Google Scholar 

  8. O. O. Mamaeva, F. M. Stoyanovich, and M. M. Krayushkin, Izv. Akad. Nauk SSSR, Ser. Khim., No. 9, 2081 (1989).

    Google Scholar 

  9. A. P. Yakubov, D. V. Tsyganov, L. I. Belen'kii, and M. M. Krayushkin, Izv. Akad. Nauk SSSR, Ser. Khim., No. 7 (1991).

  10. G. A. Lee, Synthesis, 508 (1982).

  11. L. S. Dyankova, Tr. Issled. -Nauchn. Khim. -Farm. Inst. (NRB),15, 55 (1985).

    Google Scholar 

  12. P. Beltrame, C. Veglio, and M. Simonetta, J. Chem. Soc., B, 867 (1967).

    Google Scholar 

  13. C. Grundmann, H. -D. Frommeld, K. Flory, and S. K. Datta, J. Org. Chem.,33, 4664 (1968).

    Google Scholar 

  14. M. M. Krayushkin, A. V. Loktionov, and L. I. Belen'kii, Khim. Geterotsikl. Soedin., No. 8, 1034 (1989).

    Google Scholar 

  15. A. Russel, An Investigation of the Rates and Mechanisms of Reactions, Part II, Intersci. Publ. (1961), p. 344.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    D. V. Tsyganov, A. P. Yakubov, L. I. Belen'kii & M. M. Krayushkin

Authors
  1. D. V. Tsyganov
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  2. A. P. Yakubov
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  3. L. I. Belen'kii
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  4. M. M. Krayushkin
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1398–1403, June, 1991.

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Tsyganov, D.V., Yakubov, A.P., Belen'kii, L.I. et al. Synthesis and properties of stable aromatic bis(nitrile oxides). Russ Chem Bull 40, 1238–1243 (1991). https://doi.org/10.1007/BF00961305

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  • DOI: https://doi.org/10.1007/BF00961305

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