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Preparation and enantioseparation characteristics of two chiral stationary phases based on mono(6 A ‐azido‐6 A ‐deoxy)‐perphenylcarbamoylated α‐ and γ‐cyclodextrin
Author(s) -
Lai XiangHua,
Bai ZhengWu,
Ng SiuChoon,
Ching ChiBun
Publication year - 2004
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.20052
Subject(s) - chemistry , cyclodextrin , chirality (physics) , chiral stationary phase , inclusion compound , enantioselective synthesis , chiral column chromatography , chiral derivatizing agent , chromatography , catalysis , combinatorial chemistry , organic chemistry , stereochemistry , high performance liquid chromatography , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , quark
Two chiral stationary phases, ph‐α‐CD and ph‐γ‐CD, were prepared from mono(6 A ‐azido‐6 A ‐deoxy)perphenylcarbamoylated α‐ and γ‐cyclodextrin immobilized onto silica gel via the Staudinger reaction. The chromatographic characteristics of these two chiral stationary phases were evaluated. The influence of different cyclodextrins (CDs) on the enantioselectivities was also investigated in this study. Compared to ph‐γ‐CD, ph‐α‐CD exhibited quite good enantioselectivity toward the analytes with bulky molecular structures. It was found that the formation of inclusion complex might play a quite important role in the chiral recognition not only under reverse phases but also under normal phases. Chirality 16:592–597, 2004. © 2004 Wiley‐Liss, Inc.