Correlation of the chemical shifts with π-electron densities in mono-derivatives of benzene, pyridine, and pyrazine

Autor: Dvoryantseva, G. G., Lezina, V. P., Bystrov, V. F., Ul'yanova, T. N., Syrova, G. P., Sheinker, Yu. N.
Zdroj: Russian Chemical Bulletin; May 1968, Vol. 17 Issue: 5 p951-958, 8p
Abstrakt: 1.In the series of functional mono-derivatives of benzene, pyridine, and pyrazine, we found an approximate linear correlation between the changes in the chemical shifts of the protons of the ring, situated in the ortho- and para-positions relative to the substituent, and the changes in the p-electronic charges on the adjoining carbon atoms.2.A substantial influence upon the shielding of the meta-protons is exerted by the effect of the electrical field of p-charges localized on the atoms of the ring next to the meta-carbon atom.3.The correlation found for the chemical shifts of the para-protons and the chemical shifts of the meta-protons corrected for the effect of the electric field, within the corresponding series of derivatives of six-membered aromatic rings, is an important experimental substantiation of the correctness of the selection of heteroparameters for performing the calculations according to the Hückel molecular orbital method.
Databáze: Supplemental Index