Franco P, Klaus P M, Minguillón C, Lindner W
Institute of Analytical Chemistry, University of Vienna, Vienna, Austria.
Chirality. 2001 May 5;13(4):177-86. doi: 10.1002/chir.1017.
Three "dimeric" C(9)-carbamates of quinine (QN) and quinidine (QD), that is, QN-QN, QD-QD, and QN-QD (chemically prepared mixture of the two cinchona-derived subunits), separated by an ethylene spacer were synthesized and used as chiral selectors for HPLC and capillary electrophoresis (CE) for the resolution of chiral acids. The chiral recognition abilities of these dimers and of several physically prepared mixtures thereof were compared in order to estimate the contribution of every cinchona scaffold to the overall enantioselectivity. The diverse phenomena observed in nonaqueous capillary electrophoresis (NACE), either using the selector added to the background electrolyte (BGE) in the total filling or partial filling mode, led us to rationalize, taking into account the relative mobilities of the chiral selectors in the capillary. The chromatographic and electrophoretic properties were compared with those of the corresponding "monomeric" QN and QD carbamates.
合成了三种由乙烯间隔基隔开的奎宁（QN）和奎尼丁（QD）的“二聚体”C(9)-氨基甲酸酯，即QN-QN、QD-QD和QN-QD（两种金鸡纳衍生亚基的化学制备混合物），并将其用作高效液相色谱（HPLC）和毛细管电泳（CE）的手性选择剂，用于拆分手性酸。比较了这些二聚体及其几种物理制备混合物的手性识别能力，以评估每个金鸡纳支架对整体对映体选择性的贡献。在非水毛细管电泳（NACE）中观察到的各种现象，无论是在全填充还是部分填充模式下将选择剂添加到背景电解质（BGE）中，都促使我们在考虑毛细管中手性选择剂相对迁移率的情况下进行合理化分析。将色谱和电泳性质与相应的“单体”QN和QD氨基甲酸酯的性质进行了比较。
