Thesis (MTech (Chemistry))--Cape Peninsula University of Technology, 2012. / Chirality is very important to the pharmaceutical industry as enantiomers have the same
macroproperties except for their optical and pharmacological activity. Industrial research has thus
focused to find the most effective resolution technique. However, our aim was to obtain more
information regarding the discrimination process. In this project the structures of the hydrates of diquininium
L-malate, (2QUIN+)(L-MA2-)·2H20 and the di-quininium O-malate, (2QUIN+)(D-MA2-)·2H20 have been investigated. (-)-Quinine (QUIN) did not show selectivity between the 0 and L
malic acid and the structure of (2QUIN+)(DL-MA2-)·2H20 was obtained. Effect of solvents was
demonstrated in the study and the structure of (QUIN+)(D-MA-)·H20) was reported. The
relationship between C-O bonds of the carboxylate and carboxylic moieties and L'lpKa was
explored in salt and co-crystal formation.
Kinetics of absorption was conducted for the reaction of (+)-deoxycholic acid (DCA) with npropylamine
and DCA with racemic sec-butylamine. The rate constants of the reactions were
determined. Kinetics of desolvation was performed on the powder samples of mixtures of DCA and
sec-butylamine and DCA with di-n-butylamine. Non-isothermal methods were used where a series
of TG analyses was carried out at different heating rates (2, 4, 10, 32 K rnin'). The structures of
DCA with n-propylamine and di-n-butylamine were elucidated.
The selectivity of DCA was investigated. The host compound was found to be able to successfully
resolve racemic sec-butylamine (2-BUAM) and 2-amino-3-methylbutane (MeBUAM). The
structures of DCA with enantiomers of these guests are reported in the study. The structures of RBUAM
and S-BUAM were solved in different space groups while R-MeBUAM and S-MeBUAM
crystallized in the same space group.
| Identifer | oai:union.ndltd.org:netd.ac.za/oai:union.ndltd.org:cput/oai:localhost:20.500.11838/2324 |
| Date | January 2012 |
| Creators | Sebogisi, Baganetsi Karabo |
| Contributors | Jacobs, A, Nassimbeni, LR, Jacobs, A, Nassimbeni, LR |
| Publisher | Cape Peninsula University of Technology |
| Source Sets | South African National ETD Portal |
| Language | English |
| Detected Language | English |
| Type | Thesis |
| Rights | http://creativecommons.org/licenses/by-nc-sa/3.0/za/ |
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