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Synthesis, one-electron oxidation, and thermal rearrangement of 2-triphenylsilyl-4-tert-butyl-6-trimethylgermylphenol

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

Conclusions

  1. 1.

    2-Triphenylsilyl-4-tert-butyl-6-trimethylgermylphenol was obtained, which when oxidized with potassium ferricyanide in alkaline medium, and also when heated (200°), undergoes rearrangement with a migration of the (CH3)3Ge group from the ring to the hydroxyl oxygen.

  2. 2.

    The stability is increased when the SiMe3 group in a mixed phenol that contains both Si and Ge is replaced by SiPh3.

  3. 3.

    The migration ability of the groups in phenoxyl radicals increases in the order: SiPh3 < SiMe3 < GeMe3.

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Literature cited

  1. G. A. Razuvaev, N. S. Vasileiskaya, E. P. Oleinik, N. N. Vavilina, and D. V. Muslin, Zh. Obshch. Khim.,46, 2720 (1976).

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  2. G. A. Razuvaev, E. S. Klimov, D. V. Muslin, N. Sh. Lyapina, and N. S. Vasileiskaya, Dokl. Akad. Nauk SSSR,231, 897 (1976).

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Authors and Affiliations

  1. Institute of Chemistry, Academy of Sciences of the USSR, Gorki

    E. P. Oleinik, I. L. Khrzhanovskaya, N. P. Makarenko & S. Vasileiskaya

Authors
  1. E. P. Oleinik
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  2. I. L. Khrzhanovskaya
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  3. N. P. Makarenko
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  4. S. Vasileiskaya
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 936–938, April, 1977.

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Oleinik, E.P., Khrzhanovskaya, I.L., Makarenko, N.P. et al. Synthesis, one-electron oxidation, and thermal rearrangement of 2-triphenylsilyl-4-tert-butyl-6-trimethylgermylphenol. Russ Chem Bull 26, 862–864 (1977). https://doi.org/10.1007/BF01108222

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  • DOI: https://doi.org/10.1007/BF01108222

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