Premium
Theoretical investigation of the π ‐electronic structure and spectra of protonated aromatic carbonyl compounds
Author(s) -
Kiss A. I.,
Joó F.
Publication year - 1975
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560090207
Subject(s) - delocalized electron , substituent , protonation , chemistry , computational chemistry , aromaticity , electron delocalization , benzoic acid , medicinal chemistry , photochemistry , organic chemistry , molecule , ion
The π‐electronic structure and spectra of the protonated aromatic carboxylic acids, aldehydes and ketones have been calculated by the Pariser–Parr–Pople method. An essential modification was that the positive charge has been considered as delocalized within the substituent group. The best agreement for the cation of benzoic acid was obtained using a symmetric carboxy model with equal charges on both oxygen atoms. This model gave equally good results for the protonated fluoro‐, chloro‐ and methylbenzoic acids, as well. The delocalized charge model was successfully applied in the calculation of aromatic aldehydes and ketones. The methyl group was treated both as a one‐ and as a two‐centre substituent.