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Phenylcarbamoylated β‐CD: π‐Acidic and π‐basic chiral selectors for HPLC
Author(s) -
Lin Chun,
Luo Wenjun,
Zhang Sheng,
Zhang Zhenbin,
Zhang Weiguang,
Zheng Shengrun,
Fan Jun,
Li Weishan,
Qin Qing,
Guo Ziyuan
Publication year - 2010
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.200900826
Subject(s) - steric effects , chemistry , high performance liquid chromatography , chiral stationary phase , chromatography , analyte , hydrogen bond , phase (matter) , reversed phase chromatography , molecule , organic chemistry
Two types of chiral stationary phases for HPLC based on π‐acidic or π‐basic perphenylcarbamoylated β‐CDs were synthesized. The relative structural features of the two effective chiral selectors are discussed and compared in both normal‐phase and RP modes. In addition, the nature and concentration of alcoholic modifiers were varied for optimal separation in normal phase and the structural variation of the analytes was also examined. The results showed that hydrogen bonding, steric effect and π‐acidic–π‐basic interaction contributed greatly to enantioseparation. Upon comparison, some of the differences in the separation behavior of the two types of chiral stationary phases might be due to the π‐acidic or π‐basic phenylcarbamate groups.