Resolution and determination of enantiomeric purity of new chiral derivatives of xanthones using polysaccharide-based stationary phases

• Type: Article in International Scientific Journal
• Date: 2012

Authors

Carla Fernandes (Author) FFUP; Pedro Brandao (Author) Other; Alexandre Santos (Author) Other; Maria Elizabeth Tiritan (Author) Other; Carlos Afonso (Author) FFUP; Quezia B Cass (Author) Other; Madalena M Pinto (Author) FFUP

Journal

Title: Journal of Chromatography A

Vol. 1269

Pages: 143-153

ISSN: 0021-9673

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 24 Citations

Scopus - 24 Citations

Scientific classification

FOS: Natural sciences > Chemical sciences

Other information

Authenticus ID: P-002-2AY

DOI: 10.1016/j.chroma.2012.07.058

Abstract (EN): The enantioresolution and determination of the enantiomeric purity of 24 new chiral derivatives of xanthones (CDXs) were investigated on polysaccharide-based chiral stationary phases (CSPs). The tris-3.5-dimethylphenylcarbamates of cellulose and amylose and tris-3,5-dimethoxyphenylcarbamate of amylose were selected as CSPs for this work. The separation of enantiomeric mixtures of CDXs was explored under multimodal elution conditions. All the enantiomeric mixtures of CDXs were enantioseparated with very high enantioselectivity and resolution with a and R-S ranging from 1.43 to 12.41 and from 1.48 to 10.29, respectively. The best performances were achieved on amylose tris-3,5-dimethylphenylcarbamate stationary phase under polar organic elution conditions. Furthermore the enantiomeric purity for all the CDXs was measured, achieving values higher than 99%. Based on the obtained results, the influence of the mobile phases and structural features of the CSPs and CDXs on chiral discrimination are also discussed.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 11