engleski

BRUSH-TYPE CHIRAL STATIONARY PHASES THAT COMPRISING 3, 5-DINITROBENZOIC UNIT AND DIFFERENT AROMATIC AMIDES OF ALANINE

Brush- or Pirkle– type chiral stationary phases (CSPs) are the most widely researched and are available in number of commercial high-performance liquid chromatography (HPLC) columns. These CSPs contain a low-molecular weight chiral selector covalently bound to the silica gel surface. CSPs interact with enantiomers to form short-lived, transient diastereomeric complexes. Chiral recognition refers to the ability of the CSPs to interact differently with two enantiomers by combination of aromatic π -π interactions, hydrogen bonding, steric interaction, dipole stacking, etc. Here will be presented on preparation and evaluation of CSPs of general structure CSP I that contain 3, 5-dinitrobenzoyl group (DNB) placed at specific site of chiral selector. DNB as markedly π -deficient group possesses excellent properties for realization of π -π interactions and is often used in preparation of chiral selectors. Hence a large number of different racemates are resolved by presented CSPs. Structural characteristics, synthetic approaches, enantioseparation ability and chiral recognation mechanism noticed on these CSPs will be discussed.

Pirkle– type chiral stationary phases; aromatic π -π interactions; π -deficient group

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