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High‐performance liquid chromatographic enantioseparation of 1‐(aminoalkyl)‐2‐naphthol analogs on polysaccharide‐based chiral stationary phases
Author(s) -
SztojkovIvanov Anita,
Tóth Diana,
Szatmári István,
Fülöp Ferenc,
Péter Antal
Publication year - 2007
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.20392
Subject(s) - chemistry , enantiomer , diethylamine , elution , chromatography , cellulose , chirality (physics) , high performance liquid chromatography , tris , carbamate , hexane , chiral stationary phase , organic chemistry , biochemistry , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , quark
The enantiomers of various 1‐(α‐aminobenzyl)‐2‐naphthol and 1‐(aminoalkyl)‐2‐naphthol analogs were separated on cellulose‐ tris ‐3,5‐dimethylphenyl carbamate‐based chiral stationary phases (Chiralcel OD‐H and Chiralcel OD‐RH), using n ‐hexane/2‐propanol/diethylamine or phosphate buffer/organic modifier mobile phases. The 3,5‐dimethylphenyl carbamoylated cellulose columns were effective in both normal and rev ersed‐phase modes. The effects of the mobile phase composition, the pH, the buffer concentration, and the structures of the substituents on the 2‐naphthol on the enantioseparations were studied. The absolute configuration and elution sequence were determined for 1‐(1‐amino‐2‐methylpropyl)‐2‐naphthol: the elution sequence was S < R . Chirality, 2007. © 2007 Wiley‐Liss, Inc.