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Proton transfer from 3, 6-di-tert-butyl-2-hydroxyphenoxyl to tertiary amines

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

Conclusions

  1. 1.

    A study was made of reversible proton transfer from 3,6-di-tert-butyl-2-hydroxyphenoxyl to tertiary aliphatic amines and 4-methylpyridine; the equilibrium constants and rate constants of proton transfer from radical to amine were obtained.

  2. 2.

    The obtained thermodynamic and kinetic parameters are discussed from the standpoint of the aggregation of the ion pairs of the semiquinone radical ions into polymeric associates.

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Literature cited

  1. A. I. Prokof'ev, N. M. Bubnov, S. P. Solodovnikov, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 2213 (1974).

  2. A. Carrington and A. McLachlan, Introduction to Magnetic Resonance with Applications to Chemistry and Chemical Physics, Harper and Row (1967).

  3. A. I. Prokof'ev, A. S. Masalimov, N. N. Bubnov, S. P. Solodovnikov, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 193 (1976).

  4. H. Becker, Introduction to Electronic Theory of Organic Reactions [Russian translation], Mir (1965).

  5. I. S. Belostotskaya, N. L. Komissarova, É. V. Dzhuaryan, and V. V. Ershov, Izv. Akad. Nauk SSSR, Ser, Khim., 1594 (1972).

  6. N. L. Komissarova, I. S. Belostotskaya, É. V. Dzhuaryan, and V. V. Ershov, Izv. Akad. Nauk SSSR, Ser. Khim., 1380 (1973).

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No.1, pp.190–193, January, 1976.

The authors express their gratitude to I. S. Belostotskaya and V. V. Ershov for supplying the 3, 6-di-tert-butyl-o-quinone [5,6].

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Masalimov, A.S., Prokof'ev, A.I., Bubnov, N.N. et al. Proton transfer from 3, 6-di-tert-butyl-2-hydroxyphenoxyl to tertiary amines. Russ Chem Bull 25, 181–183 (1976). https://doi.org/10.1007/BF00925649

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  • DOI: https://doi.org/10.1007/BF00925649

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