http://www.cnr.it/ontology/cnr/individuo/prodotto/ID16274

High-Performance Liquid Chromatographic Enantioseparation of Atropisomeric Biphenyls on Seven Chiral Stationary Phases (Articolo in rivista)

Type

Prodotto della ricerca (Classe)
Articolo in rivista (Classe)

Label

High-Performance Liquid Chromatographic Enantioseparation of Atropisomeric Biphenyls on Seven Chiral Stationary Phases (Articolo in rivista) (literal)

Anno

2011-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

10.2174/138527211795203068 (literal)

Alternative label

Peluso, P.; Fabbri, D.; Dettori, M. A.; Delogu, G.; Zambrano,V.; Cossu, S. (2011)
High-Performance Liquid Chromatographic Enantioseparation of Atropisomeric Biphenyls on Seven Chiral Stationary Phases
in Current organic chemistry; Bentham science publishers, Sharjah (Emirati Arabi Uniti)
(literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

Peluso, P.; Fabbri, D.; Dettori, M. A.; Delogu, G.; Zambrano,V.; Cossu, S. (literal)

Pagina inizio

1208 (literal)

Pagina fine

1229 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url

http://www.benthamscience.com/contents.php?in=7009&m=April&y=2011 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

15 (literal)

Rivista

Current organic chemistry (Rivista)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali

22 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo

8 (literal)

Note

Scopu (literal)
ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

Peluso, Fabbri, Dettori, Delogu, Zambrano: Istituto di Chimica Biomolecolare, UOS di Sassari, Cossu: Università Ca' Foscari di Venezia (literal)

Titolo

High-Performance Liquid Chromatographic Enantioseparation of Atropisomeric Biphenyls on Seven Chiral Stationary Phases (literal)

Abstract

The HPLC enantioseparation of eight racemic atropisomeric biphenyls on commercially available polymeric Chiralcel OD-H, Lux Cellulose-1, Lux Cellulose-2, Chiralcel OJ, Lux Amylose-2 and Chiralpak OT(+) and on the brush-type Whelk-O1 columns, both in normal-phase mode and in polar organic solvent mode, has been investigated. The attempts to enantioseparate the selected biphenyls on Whelk-O1 were unsuccessful. All compounds were well resolved on almost one of the polymeric columns. Lux Cellulose-2 showed to be suitable for enantioseparation of all biphenyls. The effect of mobile phase, temperature, type of chiral selector and analyte structure on enantioseparation are examined and discussed. 2-Propanol and ethanol were employed as mobile phase modifiers and their influence on the retention and enantioseparation was investigated. Also a ternary mobile phase (n-hexane/2-propanol/methanol 91:6:3) was employed to test the separation of the eight biphenyls. In same cases, the elution with pure ethanol provided good enantioseparation in shorter elution times. The experimental data evidenced the complemental chiral recognition capabilities of polysaccharide-based CSPs. Noteworthy, Lux Cellulose-1 and Chiralcel OD-H contain the same chiral selector, but the first one exhibited higher retention factors. The evaluation of chromatographic data provided information about the chiral recognition mechanisms. In this regard, we report on the effect of ortho and meta biphenyl substituents on the retention and enantioseparation. In addition, computational evaluation of electrostatic potentials of analytes furnished a very interesting piece of information about the enantioseparability as well as the chiral recognition mechanisms on the evaluated chiral selectors. (literal)

Editore