Mixed chiral stationary phase containing modified resorcinarene and beta-cyclodextrin selectors bonded to a polysiloxane for enantioselective gas chromatography.
Both a resorcinarene with pendant L-valine diamide groups (used as hydrogen-bonding selector) and a permethylated beta-cyclodextrin (used as inclusion-type selector) were chemically bonded to poly(hydromethyl)dimethylsiloxane in a one-pot reaction via Pt-catalyzed alkene hydrosilylation. This novel mixed chiral stationary phase (mixCSP) named Chirasil-Calixval-Dex resembles a combination of the known chiral stationary phases (CSPs) Chirasil-Calixval and Chirasil-Dex and it was used successfully in enantioselective gas chromatography toward a unified enantioselective GC separation system. It is demonstrated that Chirasil-Calixval-Dex retains the individual enantioselectivites of the single components. Thus the enantiomers of apolar hydrocarbons as well as polar amino acid derivatives can be separated with the mixed CSP.
Ruderisch
Alexander
A
Institute of Organic Chemistry, Auf der Morgenstelle 18, D-72076 Tübingen, Germany.
Pfeiffer
Jens
J
Schurig
Volker
V
D047250:Calixarenes; D002849:Chromatography, Gas / Q000295:instrumentation*; D003505:Cyclodextrins / Q000737:chemistry*; D006860:Hydrogen Bonding; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000737:chemistry*; D012833:Siloxanes / Q000737:chemistry*; D013237:Stereoisomerism; D047392:beta-Cyclodextrins
D003505:Cyclodextrins; D012833:Siloxanes; D047392:beta-Cyclodextrins; C466160:resorcinarene; D047250:Calixarenes; D010649:Phenylalanine; C031215:betadex