Proposal of a simple and effective local reactivity descriptor through a topological analysis of an orbital-weighted fukui function
Autor
Pino-Rios R.
Yañez O.
Inostroza D.
Ruiz L.
Cardenas C.
Fuentealba P.
Tiznado W.
Resumen
The prediction of reactivity is one of the long-standing objectives of chemistry, contributing to enforce the link between theory and experiment. In particular, the regioselectivity of aromatic molecules has motivated the proposal of different reactivity descriptors based on foundational theories, like Frontier Molecular Orbital (FMO) theory and density functional theory, to predict and rationalize such regioselectivity. This article examines cases where reactivity descriptors, based on FMO theories, are known to have failed, specifically on electrophilic aromatic substitution reactions, through a simple but effective new reactivity model: the Orbital-weighted Fukui function ((Formula presented.)) and its topological analysis. Interestingly, this descriptor proves to be effective in adequately predicting regioselectivities where other approximations failed. © 2017 Wiley Periodicals, Inc. © 2017 Wiley Periodicals, Inc.
Colecciones
Ítems relacionados
Mostrando ítems relacionados por Título, autor o materia.
-
Article
Possible use of group 4 metallocene methyl cations as potential neutralizers for FOX-7 (2020)
Del Campo J.M.; Martínez-Araya J.I. (Wiley-VCH Verlag, 2014) -
Article
A Fukui function-guided genetic algorithm. Assessment on structural prediction of Sin (n = 12–20) clusters (2020)
Yañez O.; Vásquez-Espinal A.; Inostroza D.; Ruiz L.; Pino-Rios R.; Tiznado W. (John Wiley and Sons Inc., 2017) -
Article
Formation of complex organic molecules in ice mantles: An ab initio molecular dynamics study (2020)
Inostroza N.; Mardones D.; Cernicharo J.; Zinnecker H.; Ge J.; Aria N.; Fuentealba P.; Cardenas C. (EDP Sciences, 2019)