Artigo Revisado por pares

6,6′-Dinitrobiphenyl-2,2′-dicarboxylic acid ionically bonded to aminopropyl silica: New axially chiral phase of C2 symmetry for high-performance liquid chromatographic separation of enantiomeric amino alcohol derivatives

1994; Elsevier BV; Volume: 667; Issue: 1-2 Linguagem: Inglês

10.1016/0021-9673(94)89046-3

ISSN

1873-3778

Autores

Miloš Tichý, Jana Holanová, Jiřı́ Závada,

Tópico(s)

Mass Spectrometry Techniques and Applications

Resumo

(R)-(+)-6,6′-Dinitrobiphenyl-2,2′-dicarboxylic acid, ionically bonded to 3-aminopropylsilanized silica (CSP 1), is the first ionically bonded axially chiral phase of C2 symmetry. The phase is specifically efficient for the separation of a wide range of enantiomeric vicinal benzamido alcohols, whether open-chain, cyclic or polycyclic. To assess the steric and polar effects of the 6,6′-substituents, the performance of CSP 1 is compared with that of the analogous (but less effective) phase CSP 2, based on (S)-(+)-6,6′-dimethylbiphenyl-2,2′-dicarboxylic acid. Some conclusions about the relation between the separation effectivity and the analyte structure, as well as about the factors involved in the chiral recognition process, are given.

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