Lage, MR, Morbec, JM, Santos, MH, de M. Carneiro, JW and Costa, LT (2017) Natural polyprenylated benzophenone: keto-enol tautomerism from density functional calculations and the AIM theory. Journal of Molecular Modeling, 23 (4). ISSN 1610-2940

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The quantum theory of atoms in molecules (QTAIM) and density functional theory (DFT) calculations were employed to investigate the structure and tautomeric equilibrium of epiclusianone, a polyisoprenylated benzophenone with interesting biological activities. Two different exchange-correlation functionals were employed, namely ωB97x-D and M06-2x, including implicit solvent models (benzene and DMSO). Our results for the thermodynamic properties show that the isomer in which the H atom is bonded to the oxygen away from the benzene ring is the most stable tautomer form of the epiclusianone, thus confirming previous charge density analysis from X-ray diffraction data (Martins et al. J Braz Chem Soc 18(8):1515–1523.)

Item Type: Article
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Natural Sciences > School of Chemical and Physical Sciences
Depositing User: Symplectic
Date Deposited: 23 Sep 2019 14:42
Last Modified: 23 Sep 2019 14:42

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