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Competitive electrophilic aromatization of exo-methylene-1,3-cyclohexadienes and exo-methylene-1,4-cyclohexadienes

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    In ethyl-substituted o-semiquinoid trienes, in contrast to the corresponding p isomers, in competitive electrophilic aromatization, display a greater affinity toward soft Lewis acids such as HgCl2 in comparison with hard protic acids.

  2. 2.

    The possibility was found for the aromatization of exo-methylenecyclohexadienes by the action of AuBr3 with the formation of the corresponding benzyl bromides.

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow

    V. I. Rozenberg, V. A. Nikanorov, R. I. Gorbacheva & O. A. Reutov

Authors
  1. V. I. Rozenberg
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  2. V. A. Nikanorov
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  3. R. I. Gorbacheva
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  4. O. A. Reutov
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1192–1195, May, 1986.

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Rozenberg, V.I., Nikanorov, V.A., Gorbacheva, R.I. et al. Competitive electrophilic aromatization of exo-methylene-1,3-cyclohexadienes and exo-methylene-1,4-cyclohexadienes. Russ Chem Bull 35, 1084–1086 (1986). https://doi.org/10.1007/BF00955388

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  • DOI: https://doi.org/10.1007/BF00955388

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