Abstract
The substrate selectivity in the hydroxylation of methylbenzenes in the H2O2−H2SO4 (70 wt.%) system was studied at 15–55 °C. The activation entropy correlates with the basicity of the arenes, while the substrate selectivity and activation enthalpy correspond both with the basicity and ionization potentials of ArH. We concluded that the structure of the reaction transition state is intermediate between a charge transfer complex and σ-complex.
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L. M. Litvinenko Institute of Physical Organic and Coal Chemistry, National Academy of Sciences of Ukraine, 70 R. Lyuksemburg ul., Donetsk 340114, Ukraine. Translated from Teoreticheskaya i Éksperimental’naya Khimiya, Vol. 35, No. 1, pp. 39–43, January–February, 1999.
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Lobachev, V.L. Temperature dependence of the substrate selectivity in the hydroxylation of alkylbenzenes in the H2O2−H2SO4 system. Theor Exp Chem 35, 40–44 (1999). https://doi.org/10.1007/BF02511126
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DOI: https://doi.org/10.1007/BF02511126