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Separation of close isomers by enclathration
The selective inclusion properties of the host compound 1, 1-bis-( 4- hydroxyphenyl)cyclohexane were investigated. This host readily forms inclusion compounds with the isomers of phenylenediamine, benzenediol, picoline and lutidine, as well as selected solvents including methanol, ethanol, i-propano...
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| Format: | Thesis |
| Language: | English |
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Department of Chemistry
2016
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| _version_ | 1867613719182180353 |
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| access_status_str | Open Access |
| author | Horne, Alicia |
| author2 | Nassimbeni, Luigi R |
| author_browse | Horne, Alicia Nassimbeni, Luigi R |
| author_facet | Nassimbeni, Luigi R Horne, Alicia |
| author_sort | Horne, Alicia |
| collection | Thesis |
| description | The selective inclusion properties of the host compound 1, 1-bis-( 4- hydroxyphenyl)cyclohexane were investigated. This host readily forms inclusion compounds with the isomers of phenylenediamine, benzenediol, picoline and lutidine, as well as selected solvents including methanol, ethanol, i-propanol, n-butanol, ethyl acetate and dioxane. The crystal structures of the complexes formed were elucidated, and comparisons were made between the packing of the complexes, and the intermolecular interactions between the host and guest components of the complexes. The complexes were characterised using thermal analysis and X-ray powder diffraction. The lattice energies of the complexes were calculated to determine their relative stability. The kinetics of desolvation of the picoline and lutidine inclusion compounds were studied, using isothermal and non-isothermal thermogravimetry. These experiments yielded the kinetic models as well as the activation energies of the desolvation reactions. Competition experiments were performed to determine which isomers of the compounds mentioned above were enclathrated preferentially by the host, and the observed selectivity was related to differences in complementary between the host and guest components in each complex. Inclusion compounds were formed between the host and the solid guests (benzenediol and phenylenediamine) by means of solid-solid reactions. The complexes were formed by grinding the two powdered starting components together in a ball mill. The resulting products were analysed by X-ray powder diffractometry. Competition experiments were also performed in the solid state to determine whether the selectivity of the host differed from that observed in solution. |
| format | Thesis |
| id | oai:open.uct.ac.za:11427/19647 |
| institution | University of Cape Town (South Africa) |
| language | eng |
| last_indexed | 2026-06-10T12:40:36.952Z |
| license_str | Not specified — see source repository |
| provenance_str_mv | Harvested via OAI-PMH from UCTD — University of Cape Town Open Access Repository |
| publishDate | 2016 |
| publishDateRange | 2016 |
| publishDateSort | 2016 |
| 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:11427/19647 Separation of close isomers by enclathration Horne, Alicia Nassimbeni, Luigi R Chemistry The selective inclusion properties of the host compound 1, 1-bis-( 4- hydroxyphenyl)cyclohexane were investigated. This host readily forms inclusion compounds with the isomers of phenylenediamine, benzenediol, picoline and lutidine, as well as selected solvents including methanol, ethanol, i-propanol, n-butanol, ethyl acetate and dioxane. The crystal structures of the complexes formed were elucidated, and comparisons were made between the packing of the complexes, and the intermolecular interactions between the host and guest components of the complexes. The complexes were characterised using thermal analysis and X-ray powder diffraction. The lattice energies of the complexes were calculated to determine their relative stability. The kinetics of desolvation of the picoline and lutidine inclusion compounds were studied, using isothermal and non-isothermal thermogravimetry. These experiments yielded the kinetic models as well as the activation energies of the desolvation reactions. Competition experiments were performed to determine which isomers of the compounds mentioned above were enclathrated preferentially by the host, and the observed selectivity was related to differences in complementary between the host and guest components in each complex. Inclusion compounds were formed between the host and the solid guests (benzenediol and phenylenediamine) by means of solid-solid reactions. The complexes were formed by grinding the two powdered starting components together in a ball mill. The resulting products were analysed by X-ray powder diffractometry. Competition experiments were also performed in the solid state to determine whether the selectivity of the host differed from that observed in solution. 2016-05-13T09:35:23Z 2016-05-13T09:35:23Z 1997 Doctoral Thesis Doctoral PhD http://hdl.handle.net/11427/19647 eng application/pdf Department of Chemistry Faculty of Science University of Cape Town |
| spellingShingle | Chemistry Horne, Alicia Separation of close isomers by enclathration |
| thesis_degree_str | Doctoral |
| title | Separation of close isomers by enclathration |
| title_full | Separation of close isomers by enclathration |
| title_fullStr | Separation of close isomers by enclathration |
| title_full_unstemmed | Separation of close isomers by enclathration |
| title_short | Separation of close isomers by enclathration |
| title_sort | separation of close isomers by enclathration |
| topic | Chemistry |
| url | http://hdl.handle.net/11427/19647 |
| work_keys_str_mv | AT hornealicia separationofcloseisomersbyenclathration |