Dynamic chirality in selected diaryl methane containing drugs. An exploratory ab initio conformational study

Diaryl methane molecules (Ar-CH2-Ar) represent double rotor conformational problems. The simplest diaryl methane, diphenyl methane (Ph-CH2-Ph), govern s certain symmetric conformational potential energy surface (PES) topology. With the replacement of one of the phenyl groups by a heterocyclic moiety, the PES topology may change dramatically. The induction of point-chirality , in the prochiral CH, group, by axis-chirality or plane-chirality is explo red within the framework of 'dynamic chirality'. (C) 2001 Elsevier Science B.V. All rights reserved.