Substituent effects on chiral resolutions of derivatized 1-phenylalkylamines by heptakis(2,3-di-O-methyl-6-O-tert-butyldimethylsilyl)-β-cyclodextrin GC stationary phase.
| Autor: | Issaraseriruk N; Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, Thailand., Sritana-Anant Y; Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, Thailand., Shitangkoon A; Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, Thailand. |
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| Jazyk: | angličtina |
| Zdroj: | Chirality [Chirality] 2018 Jul; Vol. 30 (7), pp. 900-906. Date of Electronic Publication: 2018 Apr 25. |
| DOI: | 10.1002/chir.22856 |
| Abstrakt: | Chiral resolutions of trifluoroacetyl-derivatized 1-phenylalkylamines with different type and position of substituent were investigated by capillary gas chromatography by using heptakis(2,3-di-O-methyl-6-O-tert-butyldimethylsilyl)-β-cyclodextrin diluted in OV-1701 as a chiral stationary phase. The influence of column temperature on retention and enantioselectivity was examined. All enantiomers of meta-substituted analytes as well as fluoro-substituted analytes could be resolved. Temperature had a favorable influence on enantioselectivity for small amines with substituents at the ortho-position. The type of substituent at the stereogenic center of amines also had a crucial effect as the ethyl group led to poor enantioseparation. Among all analytes studied, trifluoroacetyl-derivatized 1-(2'-fluorophenyl)ethylamine exhibited baseline resolution with the shortest analysis time. (© 2018 Wiley Periodicals, Inc.) |
| Databáze: | MEDLINE |
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