ISSN:
0899-0042
Keywords:
chromatographic resolution
;
enantiomers
;
sulfoximide
;
sulfoximine
;
sulfoxide
;
hydrogen bonding
;
DATD-based CSP
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Two O,O′-diaroyl derivatives of an N,N′-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, 2′-carboxyphenyl, and 2′-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. Chirality 9:167-172, 1997. © 1997 Wiley-Liss, Inc.
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
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