Cyclohexanediol Fatty Acid Diesters as Model Compounds for Mechanistic Studies in Silver Ion High Performance Liquid Chromatography

Abstract

Series of cis‐1,2‐ and cis/trans‐1,4‐cyclohexanediol diesters of saturated, oleic and linoleic fatty acids were employed as model compounds in a study of the effect of the unsaturation and the position of the acyl moieties on the retention of acylglycerol molecules in silver ion high‐performance liquid chromatography (HPLC). cis‐1,2‐Diunsaturated cyclohexanediol diesters were retained slightly more strongly than were the respective cis/trans‐1,4‐compounds, thus indicating that formation of chelate‐type complexes between silver ions and the double bonds of two adjacent unsaturated fatty acid residues during silver ion chromatography may occur to a limited extent.

Keywords:

• Silver ion HPLC
• Fatty acids
• Mechanistic studies
• Cyclohexanediol diesters
• Acylglycerols
• Retention

Acknowledgments

The partial financial support of the Bulgarian National Science Fund, contract No. X‐1009, and of the Scottish Executive Environment and Rural Affairs Department are gratefully acknowledged. Thanks are due to Mrs Velikova for skillful technical assistance.