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Effect of substituents on the reactivities of 2,6-di-tert.butylmethylenequinones

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

Conclusions

  1. 1.

    The reactivities of methylenequinones depend markedly on the character of the substituent in the methylene group. Methylenequinones with electron-donor α-substituents (NRR', OR, Alk) have two reaction centers and can react both with electrophilic and nucleophilic agents.

  2. 2.

    Methylenequinones with electronegative substituents (CN, COOH) have one reaction center -the methylene group carbon- and can react only with strong nucleophilic reagents.

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Authors and Affiliations

  1. Institute of Chemical Physics of the Academy of Sciences of the USSR, USSR

    A. A. Volod'kin, V. V. Ershov & G. D. Ostapets-Sveshnikova

Authors
  1. A. A. Volod'kin
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  2. V. V. Ershov
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  3. G. D. Ostapets-Sveshnikova
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 647–654, March, 1969.

We thank N. M. Émanuel for his interest in the work.

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Volod'kin, A.A., Ershov, V.V. & Ostapets-Sveshnikova, G.D. Effect of substituents on the reactivities of 2,6-di-tert.butylmethylenequinones. Russ Chem Bull 18, 580–586 (1969). https://doi.org/10.1007/BF00906981

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  • DOI: https://doi.org/10.1007/BF00906981

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