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Presentation of a new index for estimation of aromaticity in halo‐ and cyanobenzenes: The role of potential energy in aromaticity
Author(s) -
Ebrahimi Ali,
Mostafavi Najmeh,
Karimi Pouya
Publication year - 2013
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.24534
Subject(s) - aromaticity , antiaromaticity , chemistry , molecule , electron , potential energy , computational chemistry , kinetic energy , halo , hamiltonian (control theory) , chemical physics , atomic physics , physics , organic chemistry , quantum mechanics , mathematical optimization , mathematics , galaxy
A linear correlation has been obtained between average values of Hamiltonian kinetic energy ( K ( r ) ) and potential energy ( V ( r ) ) calculated at the bond critical points using atoms in molecules method. This relation was used to introduce a new index ( M ( r ) ) for estimation of aromaticity in halo‐ and cyanobenzenes. Potential energy has different terms such as attraction between nuclei and electrons, also repulsion of electrons which affect the inertia and mobility of electrons, respectively. Therefore, contribution of potential energy in this relation must be controlled. Contribution of potential energy in aromaticity has been managed using a fitting parameter. This parameter was obtained by fitting the aromaticity stabilization energy data with values of aromaticity calculated by M ( r )index for halo‐ and cyanobenzenes. The contribution of potential energy in M ( r )index is complete when molecule is nonaromatic and is negligible when molecule is antiaromatic. Indeed, molecule is aromatic when contribution of potential energy in M ( r )index lies between above limits. © 2013 Wiley Periodicals, Inc.