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AM1 studies on methyl radical additions to C=N and N=N double bonds in aza and azo compounds

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Abstract

The addition reactions of CH3 to Csp 2 and Nsp 2 inE-but-2-ene,E-2-azabut-2-ene andE-azomethane were studied theoretically at the level of a semiempirical quantum-chemical method. Similar reactions withE-azoethane andE-azoisopropane were also studied. The activation enthalpies were calculated by means of the Austin Model 1 (AM1) unrestricted Hartree-Fock (UHF) approximation. The calculated data qualitatively support those available in the literature: the activation enthalpies of the additions to Nsp 2 are larger than those to Csp 2. The results further support the validity of the Hammond postulate.

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Authors and Affiliations

  1. Institute of Physical Chemistry, A. József University, P. O. Box 105, H-6701, Szeged, Hungary

    T. Kőrtvélyesi

  2. Gy. Juhász Teachers' Training College, P. O. Box 396, H-6701, Szeged, Hungary

    L. Seres

Authors
  1. T. Kőrtvélyesi
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  2. L. Seres
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Kőrtvélyesi, T., Seres, L. AM1 studies on methyl radical additions to C=N and N=N double bonds in aza and azo compounds. React Kinet Catal Lett 56, 371–376 (1995). https://doi.org/10.1007/BF02076042

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  • DOI: https://doi.org/10.1007/BF02076042

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