Chiral support chromatographic

Several chromatographic modes will be reviewed in this respect, and most will make use of a chiral support in order to bring about a separation, differing only in the technology employed. Only countercurrent chromatography is based on a liquid-liquid separation. 

The analytical capability of these matrices has been demonstrated for chiral amines [12, 13]. The procedure is illustrated in Fig. 8-4 for the separation of NapEtNH " CIO . Concentrated methanol/dichloromethane solutions of the racemic mixture were placed on a column containing the chiral macrocycle host. The enantiomers of the ammonium salts were resolved chromatographically with mixtures of methanol and dichloromethane as the mobile phase. The amounts of R and S salts in each fraction were determined by polarimetry. Because the chiral supported macrocycle interacts more strongly with S salts, the R salt passes through the column first and the S salt last, as seen in Fig. 8-4. 

Enantiomeric Stationary Phases. Chiral nonracemic chromatographic stationary phases prepared from p-cyclodextrin, derivatized with (R)- and (S)-NEI, and covalently bonded to a silica support are useful for the direct separation of enantiomers of a wide variety of compounds in both normal-phase and reversed-phase HPLC. ... 

Although not all existing analytical CSPs on the market are adequate to up-scale separations, the number of chiral supports available in bulk to be used in preparative operations is substantial. Properties such as high loading capacity, chemical stability, and broad mobile phase choice are desirable for CSPs for preparative liquid chromatographic separations. Four types of chiral sorbents are the most widely used. 

A chiral separation medium is a complex system. Ideally, interactions that lead to enantioseparation are maximized while nonspecific interactions should be completely suppressed. Typically, a medium for chromatographic separations involves the solid support, the selector, and the linker connecting the two, as shown in scheme 3-1. 

Separation is based on the reversible chelate-complex formation between the chiral selector covalently bonded to the chromatographic support, and the chiral solute with transition metal cations. Chelation properties of both the chiral selector and the chiral solute are required. Compounds therefore need to have two polar functional groups in a favorable arrangement to each other, like a )3-amino acids, amino alcohols and a-hydroxy acids, which can form rings membered with central chelating metal ions, like Cu(II), Zn(II), Cyclic... 

The primary advantage of CD complexation is to stabilize and protect sensitive host molecules, such as flavors, odors, or pharmaceuticals. CDs sharply reduce the volatility, chemical, thermal and photo reactivity of guest moleciiles. More recently, CDs have been used for separation of components in solution. For example, CDs can remove reactive components from fhiit juices to prevent oxidation or eUminate bitterness. Attachment of CDs to chromatographic supports provides chiral separation, selective component removal and modified chemical reactivity. A number of modified and pol3nnerized CD materials have gained acceptance as separation media (9). 

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