Lage, MR, Abreu Da Silva 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

This is the latest version of this item.

Full text not available from this repository.


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
Uncontrolled Keywords: Epiclusianone, Tautomerism, DFT, QTAIM
Divisions: Faculty of Natural Sciences > School of Chemical and Physical Sciences
Depositing User: Symplectic
Date Deposited: 05 Nov 2019 10:17
Last Modified: 05 Nov 2019 10:19

Available Versions of this Item

Actions (login required)

View Item
View Item