Chromatographic resolution of racemates on chiral stationary phases

Analytic and preparative resolution of recemic γ‐ and δ‐lactones by chromatography on cellulose triacetate. Relationship between elution order and absolute configuration

“…-We recently showed that the supramolecular structure of cellulose triacetate strongly affects its resolution power, probably due to different mechanisms of interactions [7].…”

Structure and Substituent Effects on Retention and Chiral Resolution of Ketones and Alcohols on Microcrystalline Cellulose Triacetate Plates

“…These results highlighted yet again how steric factors play a crucial role in the chiral recognition of MCTA. As regards the results obtained for racemic 3-methyl-1-indanone, it should be noted that this racemate was studied and resolved on the MCTA column with water-alcohol mixtures as eluents [14], obtaining a significantly lower selectivity (a = 1.11) than the one obtained in this work on MCTA plates (a = 1.28). …”

“…Some studies [8,13,14] have pinpointed several factors that favour and others that hinder the chiral discrimination of MCTA. In particular, the following factors play an important and positive role in the resolution:…”

“…inclusion of molecules in the asymmetric cavities of the supramolecular helical structures of MCTA which is mainly governed by the size of solutes and was proposed as a pre-requisite for the chiral recognition by Francotte et al [14]; 2. dipole-dipole interactions between the ester carbonyl groups of MCTA and the carbonyl group of solutes; 3. presence of a stereogenic centre on a rigid structure.…”

Poliszacharid és ciklofruktán típusú királis állófázisok alkalmazása enantiomerek elválasztására

“…Habár több, érdekes kromatográfiás, spektroszkópiai valamint molekulamodellezési tanulmányokról is beszámoltak, királis felismerési mechanizmusa még nem teljesen tisztázott [17]. Míg elsőként Hesse és Hagel [11], majd Francotte és munkatársai [16] …”