Effect of intramolecular interaction between polar and polarizable bonds on 13C shielding constants in different conformations of 2-methoxy- and 2-vinyloxynaphthalene molecules: An ab initio study

Shielding constants of ¹³C nuclei calculated for different conformations of 2-methoxynaphthalene and 2-vinyloxynaphthalene molecules by the GIAO ab initio method in the D95** basis set indicate a strong shielding effect of the intramolecular interaction between the polar O - C bond of the substituent and the polarizable π-bond of the naphthyl moiety on the C atom in cis-position. The results obtained are in agreement with the experimentally found trends of changes in the chemical shifts of ¹³C nuclei and are in reasonable quantitative agreement with experimental data.

Duke Scholars

Author Julio Cesar Facelli Biostatistics & Bioinformatics, Division of Translational Bi ...