Absolute configuration through the DFT simulation of the optical rotation. importance of the correct selection of the input geometry: a caveat

J Org Chem. 2010 Jul 2;75(13):4600-3. doi: 10.1021/jo100401w.

Abstract

In ab initio calculation of ORs of flexible molecules, the input geometries and conformer populations obtained at different levels of theory can yield opposite OR values. Therefore, when at the commonly used DFT/B3LYP/6-31G* level several conformers result, even showing the same sign of OR, additional geometry optimization at a higher level of theory will be absolutely required.