Choosing a solvation model for simulating reactions in KOH(KOBut)/DMSO superbasic media

Abstract

The ability of protocols based on the B2PLYPD/6-311+G//B3LYP/6-31+Gmethod with various schemesfor accounting for nonspecific solvation to reproduce C-H, N-H, O-H and S-H acidity in a dimethyl sulfoxide medium is considered. For a selected set of 20 compounds, typical reagents for reactions in superbasic media, the IEFPCM scheme with UFF cavity and = 1.35 multiplier yields better results than the popular SMD model.