Separation of new chiral sulfoxides with chloro substituted phenylcarbamates in HPLC

Author: Mari-luiza Konjaria
Co-authors: Bezhan Chankvetadze
Keywords: sulfides, sulfoxides, enantiomers, chiral compounds, Abraham system.
Annotation:

The goal of the present project was to synthesize and screen new chiral sulfoxides on their chiral recognition ability with different chloro -substituted cellulose phenylcarbamate-based chiral selectors in high-performance liquid chromatography (HPLC). By systematic variation of the chemistry and structure of chiral selectors and selectands those structural features must be prevailed which are the most critical for selector-selectand binding and chiral recognition ability. We present the systematic study of the effect of different substituents in chiral compounds and selectors on HPLC separation of enantiomers of some chiral sulfoxides on polysaccharide-based chiral columns under polar organic mobile-phase conditions. It is very important to understand interactions which take place between chiral compound and chiral selector., it depends on atom or group of atoms which are substituted in sulfoxides, which are one of the compounds with Thiese effects were observed in 2-propanol, methanol, ethanol as mobile phases and haxane as a non polar additive. This study illustrates that the additives to the mobile phase can be used as for the adjustment of analyte retention and separation selectivity., In addition, not only mobile phase has significant influence, but also chemical structure of compounds plays significant role, as the group with donor or acceptor ability can change separation factor., The most likely structural elements responsible for chiral recognition were prevailed and are discussed in the present work.