A new simple procedure for discriminating between deracemization and an induced CD Effect in chiral recognition experiments on atropoisomers

Org Lett. 2004 May 13;6(10):1565-8. doi: 10.1021/ol049658y.

Abstract

A CD band in chiral recognition experiments on racemic stereolabile compounds can be ascribed either to deracemization or to a solely induced CD effect. A procedure is presented that allows one to discriminate positively between the two phenomena. The procedure, based on CD spectroscopy, was used in experiments on racemic biphenylic derivatives in aggregates formed by enantiopure surfactants. In addition to demonstrating a deracemization event, the procedure allowed us to measure the enantiomeric excess.