Abstract
Molecular orbital calculations on 2,5- and 6F substituted catechol rings were performed in order to get insight into the electronic structure of these biologically very important molecules, σ- and π charge distributions, dipole moments, localized orbitals and the effect of fluorine substituent on OH activity were computed for both neutral and anionic species. The resulting theoretical acidities compare well with experimental data while the charge distributions and electron density plots are in accord with classical concepts of theoretical organic chemistry.
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Hodoscek, M., Šolmajer, T. Effects of fluorine substitution in the catechole ring. An ab-initio MO theoretical study. Theoret. Chim. Acta 66, 395–403 (1985). https://doi.org/10.1007/BF00547879
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DOI: https://doi.org/10.1007/BF00547879