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Investigation of the barriers to retarded internal rotation in N-acyl-1-methyl-1,2,3,4-tetrahydroisoquinolines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The effect of a number of alkyl substituents attached to the carbon atom of the acyl group on the activation parameters of retarded internal rotation about the C-N bond in N-acyl-1-methyl-1,2,3,4-tetrahydroisoquinolines was studied. Correlation of the free energies of activation ΔG 298 with the steric factors (Es) and the σ* substituent constants was examined.

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Literature cited

  1. V. M. Potapov, V. M. Dem'yanovich, L. B. Krivdin, T. V. Skvortsova, and Z. I. Bkhatti, Khim. Geterotsikl. Soedin., No. 5, 662 (1981).

    Google Scholar 

  2. D. A. Kleier and G. Binsch, J. Magn. Reson., 3, 146 (1970).

    Google Scholar 

  3. D. A. Kleier and G. Binsch, DNMR3: A Computer Program for the Calculation of Complex Exchange-Broadened Spectra. Program 165. Quantum Chemistry Program Exchange, Indiana Univ. (1970).

  4. V. Dimitrov, J. Magn. Reson., 22, 71 (1976).

    Google Scholar 

  5. N. M. Sergeev, J. NMR Spectroscopy, Izd. Mosk. Gos. Univ., Moscow (1981), p. 106.

    Google Scholar 

  6. L. B. Krivdin, V. N. Torocheshnikov, N. M. Sergeev, I. G. Il'ina, and N. B. Kazennova, Khim. Geterotsikl. Soedin., No. 8, 1092 (1980).

    Google Scholar 

  7. L. M. Jackman, in: Dynamic Nuclear Magnetic Resonance Spectroscopy, L. M. Jackman and F. Cotton, eds., Academic Press, New York (1975), p. 203.

    Google Scholar 

  8. V. A. Palm (editor), Progress in Science and Technology, Vol. 5, Tables of Rate and Equilibrium Constants of Heterolytic Organic Reactions [in Russian], Moscow (1979).

  9. A. L. van Geet, Anal. Chem., 40, 2227 (1948).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 502–505, April, 1984.

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Dvoryantsev, S.N., Mstislavskii, V.I. & Dem'yanovich, V.M. Investigation of the barriers to retarded internal rotation in N-acyl-1-methyl-1,2,3,4-tetrahydroisoquinolines. Chem Heterocycl Compd 20, 405–408 (1984). https://doi.org/10.1007/BF00513856

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  • DOI: https://doi.org/10.1007/BF00513856

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