Electrophilic aromatic substitution regioselectivity for benzene derivatives in terms of cationic localization energies from semiempirical quantum chemical computations

Authors
Pankratov, AN
Citation
An. Pankratov, Electrophilic aromatic substitution regioselectivity for benzene derivatives in terms of cationic localization energies from semiempirical quantum chemical computations, J MOL ST-TH, 507, 2000, pp. 239-244
Citations number
30
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM
ISSN journal
01661280 → ACNP
Volume
507
Year of publication
2000
Pages
239 - 244
Database
ISI
SICI code
0166-1280(20000724)507:<239:EASRFB>2.0.ZU;2-9
Abstract
Cationic localization energies (Lambda(+)) for the interaction of monosubst ituted benzenes with nitronium cation have been computed by the PM3 method. Yields (Y) of nitration isomeric products correlate linearly with the Lamb da(+) values. The lnY = a + b Lambda(+) expressions agree both with Arrheni us equation and with linear free energy relationships. (C) 2000 Elsevier Sc ience B.V. All rights reserved.