title: Chiral separation on various modified amino alcohol-derived HPLC chiral stationary phases.
abstract: 3,5-Dinitrobenzoyl chloride was previously used for the preparation of (R)-phenylglycinol- and (S)-leucinol-derived chiral stationary phases. In this study, 3,5-bis(trifluoromethyl)benzoyl chloride, 2-furoyl chloride, 2-theonyl chloride, 10,11-dihydro-5H-dibenzo[b,f]azepine-5-carbonyl chloride, diphenylcarbamoyl chloride, and 1-adamantanecarbonyl chloride were used to prepare six new phenylglycinol-derived chiral stationary phases (CSPs) and five new leucinol-derived CSPs. Using these 11 CSPs, chiral separation of nine π-acidic amino acid derivatives and five π-basic compounds was performed, and the separation results were compared. An adamantyl-derived CSP showed good separation.
authors.affiliation: Department of Chemistry, Kyungpook National University, Daegu, Korea.
authors.forename: Jeongjae
authors.initials: J
authors.lastname: Yu
authors.affiliation: Department of Chemistry, Kyungpook National University, Daegu, Korea.
authors.forename: Jung Mi
authors.initials: JM
authors.lastname: Lee
authors.affiliation: Department of Chemistry Education, Kyungpook National University, Daegu, Korea.
authors.forename: Jae Jeong
authors.initials: JJ
authors.lastname: Ryoo
mesh_terms: D000218:Adamantane / Q000031:analogs & derivatives / Q000737:chemistry*; D000605:Amino Alcohols / Q000737:chemistry*; D001713:Biphenyl Compounds / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D003508:Cycloheptanes / Q000737:chemistry; D004983:Ethanolamines / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C000609709:1-adamantanecarbonyl chloride; C515697:10,11-dihydro-5H-dibenzo(a,d)cycloheptene; D000605:Amino Alcohols; D001713:Biphenyl Compounds; D003508:Cycloheptanes; D004983:Ethanolamines; C005332:N-phenylethanolamine; C000609749:diphenylcarbamoyl chloride; D000218:Adamantane
keywords: (R)-phenylglycinol; (S)-leucinol; adamantyl-derived CSP; chiral stationary phase; different acid chlorides