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The separations of picoline isomers by enclathration
The chemical and physical properties of isomers make them difficult to separate using conventional methods. This renders the separation of isomers one of the more challenging obstacles in chemistry. In these cases, the supramolecular phenomenon of host-guest chemistry may be used in order to achieve...
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| Format: | Thesis |
| Language: | English |
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Department of Chemistry
2020
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| _version_ | 1867613182830313472 |
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| access_status_str | Open Access |
| author | Tiffin, Emma Jane |
| author2 | Nassimbeni, Luigi |
| author_browse | Nassimbeni, Luigi Tiffin, Emma Jane |
| author_facet | Nassimbeni, Luigi Tiffin, Emma Jane |
| author_sort | Tiffin, Emma Jane |
| collection | Thesis |
| description | The chemical and physical properties of isomers make them difficult to separate using conventional methods. This renders the separation of isomers one of the more challenging obstacles in chemistry. In these cases, the supramolecular phenomenon of host-guest chemistry may be used in order to achieve separation. In this investigation, the preferences of three TADDOL (α,α,α’,α’-tetraphenyl-l,3-dioxolane4,5-dimethanol) - derived host compounds towards the isomers of methyl-pyridines (picolines) were studied. Crystals of ten novel inclusion compounds were synthesised and their structural properties were further characterised using an array of techniques. Thermal analysis was also conducted on these and other TADDOL-derived inclusion compounds. Binary competition experiments were performed with varying mole fractions of guests in the starting solution and detailed selectivity curves were generated. It was apparent that all three hosts discriminate between the picoline isomer guests. Notably, the three hosts display different preferences towards the picoline isomers and these results were rationalised by their resulting crystal structures, packing analysis, solubilities and correlated to their DSC results. DSC results showed a correlation between the thermal stability of an inclusion compound and the preference of the host towards the certain isomer involved in the inclusion complex. Further discussion on the selectivity preferences with regard to solubilities and crystal growth times was conducted. |
| format | Thesis |
| id | oai:open.uct.ac.za:11427/31260 |
| institution | University of Cape Town (South Africa) |
| language | eng |
| last_indexed | 2026-06-10T12:32:05.102Z |
| license_str | Not specified — see source repository |
| provenance_str_mv | Harvested via OAI-PMH from UCTD — University of Cape Town Open Access Repository |
| publishDate | 2020 |
| publishDateRange | 2020 |
| publishDateSort | 2020 |
| publisher | Department of Chemistry |
| publisherStr | Department of Chemistry |
| record_format | dspace |
| source_str | UCTD — University of Cape Town Open Access Repository |
| spelling | oai:open.uct.ac.za:11427/31260 The separations of picoline isomers by enclathration Tiffin, Emma Jane Nassimbeni, Luigi Ravenscroft, Neil Chemistry The chemical and physical properties of isomers make them difficult to separate using conventional methods. This renders the separation of isomers one of the more challenging obstacles in chemistry. In these cases, the supramolecular phenomenon of host-guest chemistry may be used in order to achieve separation. In this investigation, the preferences of three TADDOL (α,α,α’,α’-tetraphenyl-l,3-dioxolane4,5-dimethanol) - derived host compounds towards the isomers of methyl-pyridines (picolines) were studied. Crystals of ten novel inclusion compounds were synthesised and their structural properties were further characterised using an array of techniques. Thermal analysis was also conducted on these and other TADDOL-derived inclusion compounds. Binary competition experiments were performed with varying mole fractions of guests in the starting solution and detailed selectivity curves were generated. It was apparent that all three hosts discriminate between the picoline isomer guests. Notably, the three hosts display different preferences towards the picoline isomers and these results were rationalised by their resulting crystal structures, packing analysis, solubilities and correlated to their DSC results. DSC results showed a correlation between the thermal stability of an inclusion compound and the preference of the host towards the certain isomer involved in the inclusion complex. Further discussion on the selectivity preferences with regard to solubilities and crystal growth times was conducted. 2020-02-24T11:26:57Z 2020-02-24T11:26:57Z 2019 2020-02-24T11:00:30Z Master Thesis Masters MSc http://hdl.handle.net/11427/31260 eng application/pdf Department of Chemistry Faculty of Science |
| spellingShingle | Chemistry Tiffin, Emma Jane The separations of picoline isomers by enclathration |
| thesis_degree_str | Master's |
| title | The separations of picoline isomers by enclathration |
| title_full | The separations of picoline isomers by enclathration |
| title_fullStr | The separations of picoline isomers by enclathration |
| title_full_unstemmed | The separations of picoline isomers by enclathration |
| title_short | The separations of picoline isomers by enclathration |
| title_sort | separations of picoline isomers by enclathration |
| topic | Chemistry |
| url | http://hdl.handle.net/11427/31260 |
| work_keys_str_mv | AT tiffinemmajane theseparationsofpicolineisomersbyenclathration AT tiffinemmajane separationsofpicolineisomersbyenclathration |