High-performance liquid chromatography of methyl esters of diamantane and adamantane car☐ylic acids

Abstract

Chromatographic elution data for methyl and dimethyl esters of adamantane and diamantane derivatives of car☐ylic and dicar☐ylic acids have been determined using silica gel as the stationary phase. Eleven mobile phase containing n-heptane and/or diethyl ether, 2-proponal and chloroform were used in different concentration. Among all the compounds tested, esters having two functional groups have a longer retention time than esters having only one −COOCH 3 group. The influence of the position of −COOCH 3 groups on the chromatographic behaviur is discussed. For esters having the same formal substitution type, the elution time decreases with increasing size of the basic skeleton. The introduction of an alkyl group into the adamantane nucleus results in a decrease in the retention time of the relevant ester, while the introduction of an alkyl group between the adamantane skeleton and the −COOCH 3 group results in an increase in retention time. The effects of mobile phase composition on elution data for the compounds studied are discussed.