A proposal for a new local hardness as selectivity index

Lorena Meneses; William Tiznado; Renato Contreras; Patricio Fuentealba

doi:10.1016/j.cplett.2003.11.019

A proposal for a new local hardness as selectivity index

Lorena Meneses^*
, William Tiznado
, Renato Contreras
, Patricio Fuentealba

^*Corresponding author for this work

Faculty of Exact and Natural Sciences

Research output: Contribution to journal › Article › peer-review

94 Scopus citations

Abstract

An empirical local hardness index is introduced and tested. The usefulness of this new quantity as an intramolecular selectivity descriptor is illustrated for a set of 49 molecules. The proposed local hardness index appears as a good descriptor of the orientation of the electrophilic aromatic substitution, the selectivity of addition reaction as well as the alkylation and acylation of lithium enolates. The sites for the attack by hard species seem to be correctly predicted by the proposed index.

Original language	English
Pages (from-to)	181-187
Number of pages	7
Journal	Chemical Physics Letters
Volume	383
Issue number	1-2
DOIs	https://doi.org/10.1016/j.cplett.2003.11.019
State	Published - 1 Jan 2004

Funding

Work suported by FONDECYT Grants 1030548 and 1010649. L.M. thanks Departamento de Postgrado y Postı́tulo (Universidad de Chile) under Grants PG/101/02. L.M. and W.T. thank DAAD (Deutsches Akademischer Austauschdients) for Ph.D. fellowships.

Funders	Funder number
Departamento de Postgrado y Postı́tulo
Universidad Autónoma de Chile, Chile and Universidad Tecnológica del Perú	PG/101/02

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10.1016/j.cplett.2003.11.019

Cite this

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title = "A proposal for a new local hardness as selectivity index",

abstract = "An empirical local hardness index is introduced and tested. The usefulness of this new quantity as an intramolecular selectivity descriptor is illustrated for a set of 49 molecules. The proposed local hardness index appears as a good descriptor of the orientation of the electrophilic aromatic substitution, the selectivity of addition reaction as well as the alkylation and acylation of lithium enolates. The sites for the attack by hard species seem to be correctly predicted by the proposed index.",

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AU - Meneses, Lorena

AU - Tiznado, William

AU - Contreras, Renato

AU - Fuentealba, Patricio

PY - 2004/1/1

Y1 - 2004/1/1

N2 - An empirical local hardness index is introduced and tested. The usefulness of this new quantity as an intramolecular selectivity descriptor is illustrated for a set of 49 molecules. The proposed local hardness index appears as a good descriptor of the orientation of the electrophilic aromatic substitution, the selectivity of addition reaction as well as the alkylation and acylation of lithium enolates. The sites for the attack by hard species seem to be correctly predicted by the proposed index.

AB - An empirical local hardness index is introduced and tested. The usefulness of this new quantity as an intramolecular selectivity descriptor is illustrated for a set of 49 molecules. The proposed local hardness index appears as a good descriptor of the orientation of the electrophilic aromatic substitution, the selectivity of addition reaction as well as the alkylation and acylation of lithium enolates. The sites for the attack by hard species seem to be correctly predicted by the proposed index.

UR - https://www.scopus.com/pages/publications/0346219347

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DO - 10.1016/j.cplett.2003.11.019

M3 - Article

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VL - 383

SP - 181

EP - 187

JO - Chemical Physics Letters

JF - Chemical Physics Letters

IS - 1-2

ER -

A proposal for a new local hardness as selectivity index

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