Polysiloxanes containing thermally stable chiral amide side-chains for capillary gas and supercritical fluid chromatography

Six new polysiloxane materials containing chiral amide side-chains have been prepared by the hydrosilylation of appropriate amide-containing alkenes onto polyhydromethylsiloxane. The alkenes were prepared from either 4-allyloxybenzoic acid or 4-vinylbenzoic acid and the following chiral amines: (S)-...

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Bibliographic Details
Published in:Journal of Chromatography A 1987, Vol.405, p.169-177
Main Authors: Bradshaw, Jerald S., Aggarwal, Sunil K., Rouse, Christine A., Tarbet, Bryon J., Markides, Karin E., Lee, Milton L.
Format: Article
Language:English
Subjects:
Analytical chemistry
Chemistry
Chromatographic methods and physical methods associated with chromatography
Exact sciences and technology
Gas chromatographic methods
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Summary:Six new polysiloxane materials containing chiral amide side-chains have been prepared by the hydrosilylation of appropriate amide-containing alkenes onto polyhydromethylsiloxane. The alkenes were prepared from either 4-allyloxybenzoic acid or 4-vinylbenzoic acid and the following chiral amines: (S)-1-(1 -naphthyl)ethylamine, (R)-α-methylbenzylamine, the 4-methoxyphenyl ester of alanine and the isopropyl ester of isoleucine. The polysiloxane containing about 7% of the chiral amide prepared from (R)- N-(α-methylbenzyl)-4-allyloxybenzamide proved to be an efficient stationary phase for the capillary gas chromatographic separation of the enantiomers of the N-pentafluoropropionyl isopropyl esters of amino acids of which one example is given. This stationary phase was stable to 280°C.
ISSN:0021-9673
DOI:10.1016/S0021-9673(01)81759-3