Enantiomer separation and molecular recognition with new chiral stationary phases on 4-chloro-3,5-dinitrobenzoic acid amides of α, β-aminoalcohols and α-arylethylamines

摘要: Abstract Amides of 4‐chloro‐3,5‐dinitrobenzoic acid (1) (CDNB) with enantiomerically pure α,β‐aminoalcohols (2–5) and α‐substituted ethylamines,6–9 have been prepared as chiral selectors 10–17 bound to aminopropyl silica gel affording stationary phases CSPs 1–8. Comparative tests their separation efficacy for 32 racemic analytes, representative racemates selected functionalities, has revealed important contribution the π‐acidic branching unit, amide 3,5‐dinitro‐4‐alkylaminobenzoic acid, but limited both, hydrophilic hydroxy groups in 1–4 π‐basic aromatic units 6–8. Contribution enantioselection γ‐aminopropyl on surface, vicinity selector, is documented comparing CSP 8 8′.