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Study of photoreduction of sterically hindered quinones by amines via the EPR spectra in glassy solutions

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

Conclusions

  1. 1.

    Based on the EPR data, polyoriented radical pairs are formed during the photoreduction of glassy solutions of sterically hindered o-quinones and diphenylamine, and also 4,4'-di-tert-butyldiphenylamine.

  2. 2.

    An analysis of the EPR spectra of the radical pairs, formed in the binary complexes of symmetrical 3,6-di-tert-butyl-o-benzoquinone (I) and unsymmetrical 3,5-di-tert-butyl-o-benzoquinone (II) with diphenylamine (III) and amine (IV), made it possible to propose the geometry of their complexes. The complex of quinone (I) and diphenylamine is symmetrical with respect to the plane that passes through the nitrogen atom perpendicular to the planes of the phenyl rings, which lie in different directions from it. The complex of quinone (II) with diphenylamine is unsymmetrical due to the fact that quinone (II) is unsymmetrical. The interaction of the tert-butyl groups of quinone (I) and quinone (II) with the benzene rings of diphenylamine apparently stabilizes a certain geometry of the complexes.

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Literature cited

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Authors and Affiliations

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

    Yu. A. Ivanov, G. G. Lazarev, Ya. S. Lebedev & M. V. Serdobov

Authors
  1. Yu. A. Ivanov
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  2. G. G. Lazarev
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  3. Ya. S. Lebedev
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  4. M. V. Serdobov
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2134–2136, September, 1978.

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Ivanov, Y.A., Lazarev, G.G., Lebedev, Y.S. et al. Study of photoreduction of sterically hindered quinones by amines via the EPR spectra in glassy solutions. Russ Chem Bull 27, 1884–1886 (1978). https://doi.org/10.1007/BF00929246

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  • DOI: https://doi.org/10.1007/BF00929246

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