Relative p K a of some anilinium derivatives in methanol, acetonitrile, and tetrahydrofurane solvents

In this study, the relative p K a values of nine anilinium derivatives in methanol (MeOH), acetonitrile (AN), and tetrahydrofurane (THF) solutions were successfully calculated with mean absolute deviations of 0.63, 0.68, and 0.75 p K a units, respectively. To this aim, their gas‐phase basicities were computed using the CBS‐QB3 composite method. Also, conductor‐like polarizable continuum model (CPCM) with UAHF, UAKS and UA0 cavities and SM8 solvation models at HF/6‐31+G(d) level of theory were applied for the calculation of the solvation Gibbs free energies. The obtained results indicate that there is reliable correlation between the experimental and computed p K a values in the studied solutions. Therefore, to extend the p K a database for anilines, correlation equations were used to predict the p K a values in the investigated solvents.