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Electron-donor properties and energy of pπ-conjugation of a series of substituted diphenyl ethers

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Conclusions

  1. 1.

    The thermal effects of the reactions of complex formation and the dipole moments of complexes of AlBr3 with bromo-, methyl-, methoxy-, and phenoxy-substituted diphenyl ethers (DE) were measured. A correlation of the complex-forming ability of the DE with the Hammettσ-constants was established.

  2. 2.

    The energies of pπ-conjugation of the investigated ethers were determined.

  3. 3.

    The model D′, presupposing free but interrelated rotation of the phenyl rings around the C-O bond, is the most probable for substituted DE.

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Literature cited

  1. 1.

    I. P. Romm and E. N. Gur'yanova, Zh. Obshch. Khimii,38, 1297 (1968); I. P. Romm, E. N. Guryanova, and K. A. Kocheshkov, Tetrahedron,25, 2455 (1969).

  2. 2.

    I. P. Romm, V. V. Kopylov, and E. N. Gur'yanova, Zh. Struk. Khimii,11, 671 (1970).

  3. 3.

    V. V. Kopylov, I. P. Romm, E. N. Gur'yanova, and A. N. Pravednikov, Zh. Obshch. Khimii,44, 1980 (1974).

  4. 4.

    I. P. Gol'dshtein, E. N. Gur'yanova, and I. R. Karpovich, Zh. Fiz. Khimii,39, 932 (1965).

  5. 5.

    E. N. Gur'yanova and I. P. Gol'dshtein, Zh. Obshch. Khimii,32, 12 (1962).

  6. 6.

    Yu. A. Zhdanov and V. I. Minkin, Correlation Analysis in Organic Chemistry [in Russian], Izd. Rostovsk. Un-ta (1966), pp. 85, 192.

  7. 7.

    M. Gomel, M. Lumbroso, N. Marziano, and R. Passerini, Bull. Chim. France, 1908 (1959).

  8. 8.

    R. J. W. Le Fevre and J. D. Saxby, J. Chem. Soc., B, 1064 (1966).

  9. 9.

    I. A. Bogdanov and M. F. Vuks, Vestn. Leningr. Un-ta, Ser. Fiz. i Khim., No. 16, 46 (1965).

  10. 10.

    C. Garrigou-Lagrange, M. Horak, R. K. Khanna, and E. R. Lippincott, Collect. Czechoslov. Chem. Comm.,35, 3230 (1970).

  11. 11.

    K. Higasi, Dipole, Molecule, and Chemistry, Monograph Series of the Research Institute of Applied Electricity, Sapporo (1965), p. 13.

  12. 12.

    V. I. Minkin, O. A. Osipov, and Yu. A. Zhdanov, Dipole Moments in Organic Chemistry [in Russian], Khimiya, Leningrad (1968), pp. 79, 87.

  13. 13.

    O. A. Osipov, V. N. Minkin, and A. D. Garnovskii, Handbook of Dipole Moments [in Russian], Vysshaya Shkola (1971).

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 828–834, April, 1975.

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Romm, I.P., Kopylov, V.V., Gur'yanova, E.N. et al. Electron-donor properties and energy of pπ-conjugation of a series of substituted diphenyl ethers. Russ Chem Bull 24, 747–752 (1975). https://doi.org/10.1007/BF00920687

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Keywords

  • Methyl
  • Ether
  • Phenyl
  • Dipole Moment
  • Complex Formation