SEPARATION OF METALLOCENE ENANTIOMERS BY LIQUID-CHROMATOGRAPHY - CHIRAL RECOGNITION VIA CYCLODEXTRIN BONDED PHASES
SEPARATION OF METALLOCENE ENANTIOMERS BY LIQUID-CHROMATOGRAPHY - CHIRAL RECOGNITION VIA CYCLODEXTRIN BONDED PHASES
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DOI：
10.1021/ac50001a037
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发表时间：
1985-01-01
影响因子：
7.4
通讯作者：
CZECH, BP
中科院分区：
文献类型：
--
作者：
ARMSTRONG, DW;DEMOND, W;CZECH, BP
本文报道了二茂铁、二茂二茂铁和二茂二茂铁类似物的13种对映体的LC分离。最近开发的β-环糊精键合柱不含干扰的氮或硫键，特别适合于分离这些化合物。考察了溶质结构和尺寸对分辨率和分离效率的影响。本文对该体系的应用和分离机理进行了讨论。研究人员已经尝试了许多方法，包括使用手性移动的相添加剂、配体交换、电荷转移络合物形成和各种手性固定相（1-3）。据我们所知，这些方法中没有一种能够成功地拆分茂金属化合物的对映体。在这项工作中，我们报告了第一次成功的手性/β-环糊精键合相上的13个对映体衍生物的二茂铁，二茂，和二茂的LC分离。由于它们的结构，这些化合物似乎也是用于阐明环糊精分子中的手性识别机制的有用探针。据认为，这种技术也将用于分离更常规的有机金属化合物，如通过气相色谱法（4，5）、薄层色谱法（6，7）和液相色谱法（8-13）所做的。
The LC separation of 13 enantiomeric pairs of ferrocene, ruthenocene, and osmocene analogues Is described. Re-cently developed/3-cyclodextrln bonded columns, which contain no interfering nitrogen or sulfur linkages, are particularly well suited to the separation of these compounds. The effect of solute structure and size on resolution and separation efficiency Is examined. Both the application of this system and the mechanism of separation are discussed.The separation of enantiomers by LC has received a con-siderable amount of attention recently. Researchers have tried a number of approaches including the use of chiral mobile phase additives, ligand exchange, charge transfer complex formation, and a variety of chiral stationary phases (1-3). To our knowledge, none of these approaches has been able to successfully resolve enantionmersof metallocene compounds. In this work we report the first successful LC separation of 13 enantiomeric derivatives of ferrocene, ruthenocene, and osmocene on a chiral/3-cyclodextrin bonded phase. Because of their structure, these compounds also appear to be useful probes for elucidating the mechanism of chiral recognition in cyclodextrin molecules. It is felt that this technique will also be useful in separating more conventional organometallic compounds as has been done via gas chromatography (4, 5) thin-layer chromatography (6, 7), and liquid chromatography (8-13).