Chiral crown ether-anchored polysiloxanes as capillary gas chromatography stationary phases1

摘要

Two chiral stationury phases, named Chirasil-man-18C6-25 and Chirasil-aza-15C5-25, were prepared by hydrosilylating two allyl-crown eihers onto polyhydromethylsiloxane containing 25% Si-H units, respectively. The chiral allyl-crown ethers were synthesized using o-mannitol and (+)-2-amino-l-butanoi as chiral sources. Fused-silica capillary gas chromatography showed that the two novel phases had similar characteristics as previously reported crown ether bounded polysiloxanes. It was found that the Chirasil-man-18C6-25 phase had enantioselectivity to racemates bearing both an aromatic moiety and a primary amino or hydroxyl group in their structure. This phase also exhibited good thermal stability.