Correction to 'Origin of Substituent Effect on Tautomeric Behavior of 1,2,4-Triazole Derivatives: Combined Spectroscopic and Theoretical Study'
| Autor: | Jerzy Leszczynski, Sergiy I. Okovytyy, Sergiy Holodnyak, Tetiana Sergeieva, Eugene O. Voronkov, Maria Bilichenko, Yulia V. Monaykina, Sergiy I. Kovalenko |
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| Rok vydání: | 2017 |
| Předmět: |
010304 chemical physics
Hydrogen bond Aryl Substituent 1 2 4-Triazole 010402 general chemistry Photochemistry 01 natural sciences Sodium methoxide Tautomer 0104 chemical sciences chemistry.chemical_compound chemistry Nucleophile Computational chemistry Intramolecular force 0103 physical sciences Physical and Theoretical Chemistry |
| Zdroj: | The Journal of Physical Chemistry A. 121:2544-2544 |
| ISSN: | 1520-5215 1089-5639 |
| Popis: | The reaction of 2-aryl-[1,2,4]triazolo[1,5-c]quinazolines with nucleophilic reagents (hydrazine hydrate, sodium hydroxide, sodium methoxide, hydrochloric acid) under acidic conditions leads to formation of compounds that tend to tautomerize. The products of the transformation are distinguished by the position (ortho-, meta-, para-) of the OCH3 group in the aryl moiety. To assign their structures we used the combined approach: experiment and theoretical modeling. The procedure included calculation of the relative stability for possible tautomers, simulation of UV/vis spectra for the most stable forms, and comparison of the resulting curves with the experimental spectral data taking into account the Boltzmann weighting. Through computations, we showed that the orientation of OCH3 substituent remarkably impacts on the tautomeric behavior of triazoles. In the case of ortho-OCH3 it is controlled by formation of the intramolecular hydrogen bond while for meta- and para- derivatives the degree of conjugation pla... |
| Databáze: | OpenAIRE |
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