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Mechanism of the oxidation of methylbenzenes by Pd(II)

  • I. V. Kozhevnikov
  • V. I. Kim
  • V. N. Sidel'nikov
Organic Chemistry

Conclusions

  1. 1.

    The oxidation of methylbenzenes (toluene, p-xylene, mesitylene, durene) by palladium- (II) to diarylmethanes in CF3COOH proceeds according to a mechanism of one-electron transfer. In addition, there is an oxidation of arenes to diaryls according to the well-known two-electron mechanism, including electrophilic substitution in the ring of the arene.

     
  2. 2.

    The contribution of the one-electron mechanism increases with decreasing ionization potential of the arene and with increasing acidity of the medium.

     
  3. 3.

    Complexes of palladium(I) (probably dimers) are intermediates of the one-electron oxidation of methylbenzenes to diarylmethanes.

     

Keywords

Oxidation Methylbenzene Acidity Palladium Ionization Potential 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1986

Authors and Affiliations

  • I. V. Kozhevnikov
    • 1
  • V. I. Kim
    • 1
  • V. N. Sidel'nikov
    • 1
  1. 1.Institute of CatalysisSiberian Branch of the Academy of Sciences of the USSRNovosibirsk

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