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Liquid chromatographic direct resolution of tocainide and its analogs on a (3,3′‐diphenyl‐1,1′‐binaphthyl)‐20‐crown‐6‐based chiral stationary phase containing residual silanol protecting n ‐octyl groups
Author(s) -
Choi Hee Jung,
Jin Jong Sung,
Hyun Myung Ho
Publication year - 2009
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20582
Subject(s) - silanol , chemistry , resolution (logic) , chromatography , phase (matter) , chiral stationary phase , chirality (physics) , ammonium acetate , organic chemistry , high performance liquid chromatography , catalysis , chiral symmetry breaking , physics , quantum mechanics , artificial intelligence , quark , computer science , nambu–jona lasinio model
Optically active (3,3′‐diphenyl‐1,1′‐binaphthyl)‐20‐crown‐6‐based chiral stationary phase (CSP) containing residual silanol protecting n ‐octyl groups on silica surface was applied to the liquid chromatographic direct resolution of tocainide and its analogs. The chiral recognition ability of the CSP was excellent, the separation (α) and the resolution factors ( R S ) for 15 analytes including tocainide being in the range of 3.02–22.92 and 3.94–20.41, respectively. In addition, the chiral recognition ability of the CSP was much greater than that of (3,3′‐diphenyl‐1,1′‐binaphthyl)‐20‐crown‐6‐based CSP containing residual silanol groups on the silica surface. The chromatographic behaviors for the resolution of tocainide and its analogs were found to be dependent on the content and the type of organic and acidic modifiers and the ammonium acetate concentration in aqueous mobile phase. Chirality, 2009. © 2008 Wiley‐Liss, Inc.