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Solvent induced quadrupole polarization of the molecules of diazo and diazocarbonyl compounds: Quantum-chemical investigation

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Abstract

Equilibrium structural parameters, atomic charges, and quadrupole moments of the molecules of 2,4,6-tris(diazo)cyclohexane-1,3,5-trione, 3,6-bis(diazo)cyclohexane-1,2,4,5-tetraone and its anion, isomeric 3,6-bis(diazonium)cyclohexanediondioles and 4,4′-bis(diazonium)-1,1′-biphenyl in a vacuum and in dichloromethane were calculated by the quantum chemical method PBE0/cc-pVTZ using the polarizable continuum model (PCM).The p-quinoid dication is more favorable than o-quinoid dication by 20 kcal mol-1 in a vacuum and by 13 kcal mol−1 in dichloromethane.The norm of the quadrupole moment of the centrosymmetric molecules in a polarizable medium increases while that of the dications decreases. The quadrupole polarization of molecules and molecular ions by the solvent does not change their symmetry point group.

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Authors and Affiliations

  1. St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504, Russia

    S. G. Semenov & M. V. Makarova

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  1. S. G. Semenov
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  2. M. V. Makarova
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Correspondence to S. G. Semenov.

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Original Russian Text © S.G. Semenov, M.V. Makarova, 2011, published in Zhurnal Obshchei Khimii, 2011, Vol. 81, No. 9, pp. 1465–1472.

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Semenov, S.G., Makarova, M.V. Solvent induced quadrupole polarization of the molecules of diazo and diazocarbonyl compounds: Quantum-chemical investigation. Russ J Gen Chem 81, 1805–1811 (2011). https://doi.org/10.1134/S107036321109012X

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  • DOI: https://doi.org/10.1134/S107036321109012X

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