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Preparation and evaluation of a doubly tethered chiral stationary phase based on (+)‐(18‐crown‐6)‐2,3,11,12‐tetracarboxylic acid
Author(s) -
Hyun Myung Ho,
Kim Do Hun,
Cho Yoon Jae,
Jin Jong Sung
Publication year - 2005
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.200401951
Subject(s) - chiral stationary phase , chemistry , phase (matter) , stationary phase , crown (dentistry) , chromatography , combinatorial chemistry , analytical chemistry (journal) , materials science , organic chemistry , composite material
A new doubly tethered chiral stationary phase (CSP) was prepared to enhance CSP stability as well as to take advantage of the tertiary amide linkage by bonding (+)‐(18‐crown‐6)‐2,3,11,12‐tetracarboxylic acid to bis(3‐aminopropyl)silica gel. The new CSP was quite effective in the resolution of α‐amino acids, β‐amino acids, amino alcohols, and amines and the chromatographic resolution behaviors of the new CSP were exactly consistent with those of the corresponding singly tethered CSP containing N—CH 3 tertiary amide linkage. Direct comparison between the stabilities of the new CSP and the corresponding singly tethered CSP containing N—CH 3 tertiary amide linkage under harsh chromatographic conditions reveals that the new CSP is more stable than the latter.