Premium
Immobilization of (1 S ,2 R )‐(+)‐2‐amino‐1,2‐diphenylethanol derivates on aminated silica gel with different linkages as chiral stationary phases and their enantioseparation evaluation by HPLC
Author(s) -
Yin ChuanQi,
He BaoJiang,
Li ShiRong,
Liu YongQiong,
Bai ZhengWu
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.20618
Subject(s) - chemistry , isocyanate , methylene , chirality (physics) , bifunctional , silica gel , chiral derivatizing agent , proton nmr , chiral column chromatography , chiral stationary phase , organic chemistry , polymer chemistry , phase (matter) , combinatorial chemistry , catalysis , polyurethane , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , quark
A chiral selector was prepared through the reaction between (1 S ,2 R )‐(+)‐2‐amino‐1,2‐diphenylethanol and phenyl isocyanate. This selector was immobilized on aminated silica gel, respectively, with bifunctional group linkers of 1,4‐phenylene diisocyanate, methylene‐di‐ p ‐phenyl diisocyanate, and terephthaloyl chloride to produce corresponding three chiral stationary phases. The prepared compounds and chiral stationary phases were characterized by FT‐IR, elemental analysis, 1 H NMR, and solid‐state 1 H NMR. The enantioseparation ability of these chiral stationary phases was evaluated with structurally various chiral compounds. The chiral stationary phase prepared with 1,4‐phenylene diisocyanate as linker showed excellent enantioseparation ability. The influence of different linkages on the enantioseparation was discussed. Chirality, 2009. © 2008 Wiley‐Liss, Inc.