Abstract
Static dipole polarizabilities and hyperpolarizabilities of benzoid and p-quinoid molecular forms of vanillin were calculated using quantum-chemical method B3LYP/cc-pVTZ. The dominant benzoid tautomers much exceed in hyperpolarizability the m-nitroaniline molecule. Tautomeric transformations and conformational changes significantly affect the vanillin hyperpolarizability. Quinoid tautomers generated by the topochemical reaction of proton transfer between neighboring molecules in a vanillin crystal can promote the second harmonic generation of infrared laser light only as an element of supramolecular nanostructures (linear defects) with a high hyperpolarizability.
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Original Russian Text © S.G. Semenov, M.V. Makarova, 2012, published in Zhurnal Obshchei Khimii, 2012, Vol. 82, No. 3, pp. 443–446.
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Semenov, S.G., Makarova, M.V. Quantum-chemical calculation of electrooptical properties of vanillin tautomers. Russ J Gen Chem 82, 436–439 (2012). https://doi.org/10.1134/S1070363212030127
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DOI: https://doi.org/10.1134/S1070363212030127