Liquid chromatographic resolution of cyclic sulfoximides and their sulfoxide precursors on an N,N′-diallyl-L-tartardiamide-based chiral stationary phase
✍ Scribed by A. Christina Löwendahl; Stig G. Allenmark
- Publisher
- John Wiley and Sons
- Year
- 1997
- Tongue
- English
- Weight
- 180 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0899-0042
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✦ Synopsis
Two O,OЈ-diaroyl derivatives of an N,NЈ-diallyl-L-tartardiamide-based CSP, 3,5-dimethylbenzoyl (CSP I) and 4-tert-butylbenzoyl (CSP II), have been investigated and compared with respect to retention behaviour and resolving capabilities of a series of endocyclic sulfoximides of the 1-R-3-oxo-benzo[d]-isothia (IV)-azole 1-oxide type (R = methyl, octyl, 2Ј-carboxyphenyl, and 2Ј-carbethoxyphenyl) and their corresponding sulfoxide precursors. For the sulfoximides, selectivities of 1.44, 1.27, 1.28, and 1.20, respectively, were found on CSP II when eluted with 15% 2-propanol in hexane. Both the sulfoximide compounds and their sulfoxide precursors are well resolved by CSPs I and II. The retention was larger on the former phase, indicating that the molecular skeletons of the analytes studied interact, through hydrogen bonding, more strongly with CSP I than CSP II.