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Cycloaddition of C60 fullerene to stable 2-RSO2-benzonitrile oxides

  • Organic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

The interaction of stable 2-RSO2-benzonitrile oxides1a−c (R=Ph, But, or PhMeN) with C60 fullerene proceeds at the double (6,6)-bond of fullerene as the [3+2] cycloaddition to form the corresponding isoxazolines2a−c. The molecular structure of compound2b was established by X-ray structural analysis. The interaction of C60 fullerene with 2-(5-methyl-4-nitrothiophene)carbonitrile sulfide, which was obtained by thermolysis of 5-(5′-methyl-4′-nitro-2′-thienyl)1,3,4-oxathiazol-2-one, affords only unstable products.

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Authors and Affiliations

  1. K. A. Timiryazev Moscow Agricultural Academy, 49 ul. Timiryazevskaya, 127550, Moscow, Russian Federation

    V. N. Drozd & V. N. Knyazev

  2. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation

    F. M. Stoyanovich

  3. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation

    F. M. Dolgushin & A. I. Yanovsky

Authors
  1. V. N. Drozd
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  2. V. N. Knyazev
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  3. F. M. Stoyanovich
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  4. F. M. Dolgushin
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  5. A. I. Yanovsky
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Additional information

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 118–126, January, 1997.

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Drozd, V.N., Knyazev, V.N., Stoyanovich, F.M. et al. Cycloaddition of C60 fullerene to stable 2-RSO2-benzonitrile oxides. Russ Chem Bull 46, 113–121 (1997). https://doi.org/10.1007/BF02495359

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  • DOI: https://doi.org/10.1007/BF02495359

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