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Analytical and semi‐preparative enantioseparation of organic phosphonates on a new immobilized amylose based chiral stationary phase
Author(s) -
Zhang Yuping,
Song Baoan,
Bhadury Pinaki S.,
Hu Deyu,
Yang Song,
Shi Xia,
Liu Dongmei,
Jin Linhong
Publication year - 2008
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.200800270
Subject(s) - enantiomer , chemistry , amylose , chromatography , hexane , chiral stationary phase , fraction (chemistry) , stationary phase , enantiomeric excess , phase (matter) , organic chemistry , enantioselective synthesis , starch , catalysis
Two chiral stationary phases derived from derivatized amylose (Chiralpak AD‐H and Chiralpak IA) have been used to separate the enantiomers of new diethyl benzamidoarylmethylphosphonates. The data obtained indicate that all the studied compounds could be easily baseline resolved on both columns. Owing to the different techniques involved in their preparation, the two stationary phases differ in their abilities to effect enantiomeric separation. The semi‐preparative separation of all compounds was executed successfully in n ‐hexane/EtOH on the new immobilized Chiralpak IA column. The analytical assessment of the enantiomeric excess values of all collected fractions was higher than 97%. The stereochemical configuration for the F1 fraction of a diethyl benzamidoarylmethylphosphonate was determined by X‐ray diffraction structure analysis.