The separation of diastereoisomers by gas-liquid chromatography

Content Provider	Semantic Scholar
Author	Nurok, David
Copyright Year	1966
Abstract	The preparation and the gas chromatographic behaviour of several series of diastereoisomeric compounds is described. Th~ series are the following: (1) Alkyl lactates, {2) Afkyl a-alkanoyloxypropionates, (3) Dialkyl esters of 2,3~butanediol, {4) Di~(haloacetic) esters of 2 1 3-butanediol and (5) a,f3-Diols. Chromatography was performed at various temperatures and a variety of stationary phases wa.s used. Capillary columns were used for chromatography of series 1 and 2 whereas packed columns were used for series 3 to 5. It was found that for all of the above series nearly all of th~ compounds could be separated into diastereoisomers. The separability was found to be a function of the chemical structure of the compounds, of the polarity of the stationary phases and of the temperature at which chromatography was performed. Under appropriate conditions nearly all of the abo~ ·compounds could be fully or partially separated into diastereoisomers. The only exception encountered was that of 2,3-di~(trichloroacetoxy) butane which could not be even partially separated into diastereoisorners on any column under any conditions. The order of elution of the separable diastereoisomers of all the compounds of series 2 to 5 was established. For th~ a -alkanoyloxypropionates, the diastereoisomers prepared from acid and alcohol both having thesame conventional symbol of configuration were always eluted before the corresponding diastereoisomers of alternative configurations. For the diesters of 2,3-butanediol tbe ~isomers were always eluted before the corresponding racemic isomers. For the a ,(3 ~diols the racemic isomers were always eluted before the corresponding ~ isomers. The order of elution of all the compounds in series 2 to 5 could be explained in terms of appropriate mechanisms of separation.
File Format	PDF HTM / HTML
Alternate Webpage(s)	https://open.uct.ac.za/bitstream/handle/11427/13520/thesis_sci_1966_nurok_d.pdf;jsessionid=C171CAA7FEEBB48FBDFCB8673BDC7D8D?sequence=1
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article