Armstrong D W, Li W Y, Chang C D
Department of Chemistry, University of Missouri, Rolla 65401.
Anal Chem. 1990 May 1;62(9):914-23. doi: 10.1021/ac00208a006.
A new class of hydrophilic, relatively polar liquid, cyclodextrin (CD) derivatives have been used as highly selective chiral stationary phases (CSPs) for capillary gas chromatography (GC). Several possible requirements for liquidity in CD derivatives are discussed. O-(S)-2-Hydroxypropyl derivatives of alpha-, beta-, and gamma-cyclodextrins were synthesized, exclusively characterized, permethylated, and evaluated for enantioselectivity. Seventy pairs of enantiomers were resolved. They represent a wide variety of structural types and classes of compounds including chiral alkyl amines, amino alcohols, epoxides, pyrans, furans, sugars, diols, esters, ketones, bicyclic compounds, alcohols, and so on. Many of these compounds were not aromatic and cannot be resolved on any known liquid chromatographic CSP. Often, these enantiomers had far less functionality than required for LC separation. General properties of these CSPs as well as possible insights into the separation mechanism are discussed.
一类新型的亲水性、相对极性的液体——环糊精（CD）衍生物已被用作毛细管气相色谱（GC）的高选择性手性固定相（CSP）。文中讨论了CD衍生物作为流动相的几个可能的要求。合成了α-、β-和γ-环糊精的O-(S)-2-羟丙基衍生物，对其进行了全面表征、全甲基化，并评估了其对映体选择性。分离出了70对对映体。它们代表了各种各样的结构类型和化合物类别，包括手性烷基胺、氨基醇、环氧化物、吡喃、呋喃、糖类、二醇、酯类、酮类、双环化合物、醇类等等。这些化合物中的许多都不是芳香族的，并且无法在任何已知的液相色谱CSP上分离。通常，这些对映体的官能团比液相色谱分离所需的要少得多。文中讨论了这些CSP的一般性质以及对分离机制的可能见解。
