A comparative analysis of the electrophilicity of organic molecules between the computed IPs and EAs and the HOMO and LUMO energies

Luis R. Domingo; José A. Sáez; Patricia Pérez

doi:10.1016/j.cplett.2007.03.023

A comparative analysis of the electrophilicity of organic molecules between the computed IPs and EAs and the HOMO and LUMO energies

Luis R. Domingo, José A. Sáez, Patricia Pérez

Exact Sciences School

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

45 Citations (Scopus)

Abstract

The electrophilicity index, ω, of a series of substituted ethylenes used in some relevant organic reactions has been evaluated from the ionization potential (IP) and the electron affinity (EA) computed by vertical ionization at the B3LYP/aug-cc-PVTZ level. The corresponding electrophilicity values are well correlated with those obtained from the HOMO and LUMO energies of the neutral molecules. The good linear correlation found between ω(I,A) and ω(H,L)_LBS, and between ω(H,L)_LBS and ω(H,L)_SBS allows to confirm the use of the easily available B3LYP/6-31G^* HOMO and LUMO energies to obtain reasonable values of the global electrophilicity index of organic molecules.

Original language	English
Pages (from-to)	341-345
Number of pages	5
Journal	Chemical Physics Letters
Volume	438
Issue number	4-6
DOIs	https://doi.org/10.1016/j.cplett.2007.03.023
Publication status	Published - 20 Apr 2007

ASJC Scopus subject areas

Physics and Astronomy(all)
Physical and Theoretical Chemistry

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10.1016/j.cplett.2007.03.023

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title = "A comparative analysis of the electrophilicity of organic molecules between the computed IPs and EAs and the HOMO and LUMO energies",

abstract = "The electrophilicity index, ω, of a series of substituted ethylenes used in some relevant organic reactions has been evaluated from the ionization potential (IP) and the electron affinity (EA) computed by vertical ionization at the B3LYP/aug-cc-PVTZ level. The corresponding electrophilicity values are well correlated with those obtained from the HOMO and LUMO energies of the neutral molecules. The good linear correlation found between ω(I,A) and ω(H,L)LBS, and between ω(H,L)LBS and ω(H,L)SBS allows to confirm the use of the easily available B3LYP/6-31G* HOMO and LUMO energies to obtain reasonable values of the global electrophilicity index of organic molecules.",

author = "Domingo, {Luis R.} and S{\'a}ez, {Jos{\'e} A.} and Patricia P{\'e}rez",

note = "Funding Information: This work was supported by research funds provided by the Ministerio de Educaci{\'o}n y Ciencia (project CTQ2006-14297/BQU), the Universidad de Valencia (project UV-AE-06-3), the Fondecyt, Grant No. 1060961 and the Millennium Nucleus for Applied Quantum Chemistry, P02-004-F (Conicyt-Mideplan, Chile).",

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doi = "10.1016/j.cplett.2007.03.023",

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AU - Domingo, Luis R.

AU - Sáez, José A.

AU - Pérez, Patricia

N1 - Funding Information: This work was supported by research funds provided by the Ministerio de Educación y Ciencia (project CTQ2006-14297/BQU), the Universidad de Valencia (project UV-AE-06-3), the Fondecyt, Grant No. 1060961 and the Millennium Nucleus for Applied Quantum Chemistry, P02-004-F (Conicyt-Mideplan, Chile).

PY - 2007/4/20

Y1 - 2007/4/20

N2 - The electrophilicity index, ω, of a series of substituted ethylenes used in some relevant organic reactions has been evaluated from the ionization potential (IP) and the electron affinity (EA) computed by vertical ionization at the B3LYP/aug-cc-PVTZ level. The corresponding electrophilicity values are well correlated with those obtained from the HOMO and LUMO energies of the neutral molecules. The good linear correlation found between ω(I,A) and ω(H,L)LBS, and between ω(H,L)LBS and ω(H,L)SBS allows to confirm the use of the easily available B3LYP/6-31G* HOMO and LUMO energies to obtain reasonable values of the global electrophilicity index of organic molecules.

AB - The electrophilicity index, ω, of a series of substituted ethylenes used in some relevant organic reactions has been evaluated from the ionization potential (IP) and the electron affinity (EA) computed by vertical ionization at the B3LYP/aug-cc-PVTZ level. The corresponding electrophilicity values are well correlated with those obtained from the HOMO and LUMO energies of the neutral molecules. The good linear correlation found between ω(I,A) and ω(H,L)LBS, and between ω(H,L)LBS and ω(H,L)SBS allows to confirm the use of the easily available B3LYP/6-31G* HOMO and LUMO energies to obtain reasonable values of the global electrophilicity index of organic molecules.

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DO - 10.1016/j.cplett.2007.03.023

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SN - 0009-2614

VL - 438

SP - 341

EP - 345

JO - Chemical Physics Letters

JF - Chemical Physics Letters

IS - 4-6

ER -

A comparative analysis of the electrophilicity of organic molecules between the computed IPs and EAs and the HOMO and LUMO energies

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