On the Fragmentation of Haloaromatic Radical Anions and their Orbital Isomerism. A Theoretical Study

PIERINI, A. B.; DUCA, J.S.; BAUMGARTNER, M. T

ELSEVIER SCIENCE BV

Lugar: Amsterdam; Año: 1994 vol. 311 p. 343 - 343

e present a semiempirical theoretical study on the electronic nature of the radical anions of halobenzenes, nitrobenzyl halides, o-halodiphenyl sulfides and halophenyl-substituted cyclohexadienones (X = Cl, Br, I). The π*—σ* radical anions (RAs) were localized as minima on the potential energy surface for the molecules under study with the exception of the nitrobenzyl halides for which a different behavior was determined. Both RAs differ in their charge and unpaired spin distribution, which is mainly located on the carbon—halogen bond for the σ* isomer. A good correlation between the experimental and theoretically predicted properties is obtained. This is the first report about the localization of both isomeric RAs.