Enantioselective solid-phase extraction using Tröger’s base molecularly imprinted polymers

• Published in: Analytica chimica acta Vol. 435; no. 1; pp. 115 - 120
• Main Authors: Adbo, Karina, Nicholls, Ian A
• Format: Journal Article Conference Proceeding
• Language: English
• Published: Amsterdam Elsevier B.V 17.05.2001; Elsevier
• Subjects: Analytical chemistry; Chemistry; Chromatographic methods and physical methods associated with chromatography; Exact sciences and technology; Other chromatographic methods; Polymers; Solid-phase extraction; Tröger’s base; Polymers; Tröger’s base; Solid-phase extraction; Solid phase extraction; Chemical analysis; Enantioselectivity; Molecular structure; Nitrogen heterocycle; HPLC chromatography; Tetracyclic compound; Pattern recognition; Chemical enrichment; Multicomponent analysis; Binding capacity; Ultraviolet detector; Qualitative analysis
• ISSN: 0003-2670; 1873-4324
• DOI: 10.1016/S0003-2670(01)00913-8

Molecularly imprinted polymers (MIPs) selective for Tröger’s base were designed and synthesised, and HPLC-chromatographic evaluation of polymer recognition characteristics was undertaken. Baseline separation of racemic Tröger’s base was readily achieved, and enantioseparation factors ( α) of up to 4.8±0.2 were obtained. The high enantioselectivity demonstrated by these materials prompted their use to examine the kinetics and thermodynamics of individual enantiomers in a solid-phase extraction (SPE) process. Enantiomer-dependent differences in the rates and extent of adsorption were observed. Furthermore, the enantiomeric enrichment of racemates was demonstrated in batch studies.