title: Proposal of a simple and effective local reactivity descriptor through a topological analysis of an orbital-weighted fukui function.
abstract: 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 ( fw-(r)) and its topological analysis. Interestingly, this descriptor proves to be effective in adequately predicting regioselectivities where other approximations failed. © 2017 Wiley Periodicals, Inc.
authors.affiliation: Doctorado en Fisicoquímica Molecular, Facultad de Ciencias Exactas, Universidad Andres Bello, República 275, Santiago, Chile.|Departamento de Ciencias Químicas, Facultad de Ciencias Exactas Universidad Andres Bello, República 275, Santiago, Chile.
authors.forename: Ricardo
authors.initials: R
authors.lastname: Pino-Rios
authors.affiliation: Doctorado en Fisicoquímica Molecular, Facultad de Ciencias Exactas, Universidad Andres Bello, República 275, Santiago, Chile.|Departamento de Ciencias Químicas, Facultad de Ciencias Exactas Universidad Andres Bello, República 275, Santiago, Chile.
authors.forename: Osvaldo
authors.initials: O
authors.lastname: Yañez
authors.affiliation: Centro de Bioinformática y Simulación Molecular, Facultad de Ingeniería, Universidad de Talca, 2 Norte 685, Casilla 721, Talca, Chile.
authors.forename: Diego
authors.initials: D
authors.lastname: Inostroza
authors.affiliation: Centro de Investigación Biomédica, Universidad Autónoma de Chile, Santiago, Chile.
authors.forename: Lina
authors.initials: L
authors.lastname: Ruiz
authors.affiliation: Departamento de Física, Facultad de Ciencias, Universidad de Chile, 653-Santiago, Chile.|Centro para el desarrollo de la Nanociencias y Nanotecnologia, CEDENNA, Av. Ecuador 3493, Santiago, Chile.
authors.forename: Carlos
authors.initials: C
authors.lastname: Cardenas
authors.affiliation: Departamento de Física, Facultad de Ciencias, Universidad de Chile, 653-Santiago, Chile.|Centro para el desarrollo de la Nanociencias y Nanotecnologia, CEDENNA, Av. Ecuador 3493, Santiago, Chile.
authors.forename: Patricio
authors.initials: P
authors.lastname: Fuentealba
authors.affiliation: Doctorado en Fisicoquímica Molecular, Facultad de Ciencias Exactas, Universidad Andres Bello, República 275, Santiago, Chile.|Departamento de Ciencias Químicas, Facultad de Ciencias Exactas Universidad Andres Bello, República 275, Santiago, Chile.
authors.forename: William
authors.initials: W
authors.lastname: Tiznado
keywords: chemical reactivity; electrophilic aromatic substitution; topological analysis