MOLECULAR AND ELECTRONIC STRUCTURE OF MEISENGEIMER’S ANIONIC s-ADDUCT OF 9-NITROANTRACENE BY THE DFT / B3LYP METHOD DATA
Quantum-chemical research shows that the calculations of the geometric structure of the anionic Mesenheimer 9-nitroanthracene adduct by the DFT/B3LYP method are in good agreement with X-ray diffraction data and earlier calculations by the semiempirical method AM1 and calculations in the framework of the Hartree-Fock theory. The highest negative charges in the anion under study are concentrated on the oxygen atoms of the nitro group and the oxygen atom of the methoxy group. The presence of sufficiently high negative charges on the carbon atoms of the annelated rings indicates the participation of the latter in the delocalization of the charge and an increase in the stability of the adduct. The reactivity of the s-adducts is explained within the framework of the HSAB theory.