Open AccessUnderstanding the Chemical Reactivity of Dihydroxyfumaric Acid and its Derivatives through Conceptual DFT
Author(s) -
Gheorghe Duca,
Natalia Bolocan
Publication year - 2021
Publication title -
revista de chimie
Language(s) - English
Resource type - Journals
ISSN - 0034-7752
DOI - 10.37358/rc.21.4.8465
Subject(s) - electronegativity , reactivity (psychology) , nucleophile , electrophile , chemistry , homo/lumo , density functional theory , fukui function , computational chemistry , moiety , medicinal chemistry , stereochemistry , organic chemistry , molecule , catalysis , medicine , alternative medicine , pathology
The chemical reactivity descriptors have been calculated through Molecular Electron Density Theory encompassing Conceptual DFT. The validity of Koopmans theorem in DFT (KID) has been assessed by a comparison between the global descriptors (electronegativity, total hardness, and global electrophilicity) calculated through vertical energy values and those arising from the HOMO and LUMO values. These results suggest that the KID procedure is valid and may be used, in conjunction with the B3LYP/3-611G(d, p) level of theory in further studies of related compounds in the aqueous medium. The active sites for nucleophilic and electrophilic attacks have been identified and verified using the local reactivity descriptors: the dual descriptor, the electrophilic and nucleophilic Parr functions, the local reactivity difference index Rk and MEP maps. Obtained results suggest that the antioxidant/antiradical power of investigated compounds may be explained by the highest ambiphilic activation of the oxygen atoms of the hydroxyl groups in the ene-diol moiety.