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Intra- and intermolecular reactivity of organic diacyl systems
The mechanism or a thermal amino group transfer-fragmentation reaction yielding carboxyamides from mixed phosphoric-carboxylic anhydrides (RO(R¹R²N)P(O)OC(O)R³; R = R¹ = alkyl; R² = H, alkyl, aryl; R³ = alkyl, aryl) was elucidated from structure reactivity studies using a model system, R = R¹ = R² =...
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| Format: | Thesis |
| Language: | English |
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Department of Chemistry
2016
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| _version_ | 1867613150197579776 |
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| access_status_str | Open Access |
| author | Symes, Jillian Ellis |
| author2 | Modro, Tomasz A |
| author_browse | Modro, Tomasz A Symes, Jillian Ellis |
| author_facet | Modro, Tomasz A Symes, Jillian Ellis |
| author_sort | Symes, Jillian Ellis |
| collection | Thesis |
| description | The mechanism or a thermal amino group transfer-fragmentation reaction yielding carboxyamides from mixed phosphoric-carboxylic anhydrides (RO(R¹R²N)P(O)OC(O)R³; R = R¹ = alkyl; R² = H, alkyl, aryl; R³ = alkyl, aryl) was elucidated from structure reactivity studies using a model system, R = R¹ = R² = Me, R³ = Ph. Kinetic data was obtained using ¹H nmr spectroscopy; MNDO molecular orbital and molecular mechanics calculations, and the crystal structure or N-methyl-2-benzoyloxy-2-oxo-1, 3, 2-oxazaphosphorinane (Pna2₁; a = 22.229(6)Å, b = 7.597(2)Å, c = 7.210(2)Å; v = 1217.6(6)ų. Final R = 3. 08% for 1037 reflections with I (rel )> 2αI (rel) and 15 7 parameters) were userul in providing additional in formation about the reaction mechanism . |
| format | Thesis |
| id | oai:open.uct.ac.za:11427/22138 |
| institution | University of Cape Town (South Africa) |
| language | eng |
| last_indexed | 2026-06-10T12:31:34.243Z |
| 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:11427/22138 Intra- and intermolecular reactivity of organic diacyl systems Symes, Jillian Ellis Modro, Tomasz A Reactivity (Chemistry) Molecules Chemistry, Organic The mechanism or a thermal amino group transfer-fragmentation reaction yielding carboxyamides from mixed phosphoric-carboxylic anhydrides (RO(R¹R²N)P(O)OC(O)R³; R = R¹ = alkyl; R² = H, alkyl, aryl; R³ = alkyl, aryl) was elucidated from structure reactivity studies using a model system, R = R¹ = R² = Me, R³ = Ph. Kinetic data was obtained using ¹H nmr spectroscopy; MNDO molecular orbital and molecular mechanics calculations, and the crystal structure or N-methyl-2-benzoyloxy-2-oxo-1, 3, 2-oxazaphosphorinane (Pna2₁; a = 22.229(6)Å, b = 7.597(2)Å, c = 7.210(2)Å; v = 1217.6(6)ų. Final R = 3. 08% for 1037 reflections with I (rel )> 2αI (rel) and 15 7 parameters) were userul in providing additional in formation about the reaction mechanism . 2016-10-14T06:27:26Z 2016-10-14T06:27:26Z 1988 Doctoral Thesis Doctoral PhD http://hdl.handle.net/11427/22138 eng application/pdf Department of Chemistry Faculty of Science University of Cape Town |
| spellingShingle | Reactivity (Chemistry) Molecules Chemistry, Organic Symes, Jillian Ellis Intra- and intermolecular reactivity of organic diacyl systems |
| thesis_degree_str | Doctoral |
| title | Intra- and intermolecular reactivity of organic diacyl systems |
| title_full | Intra- and intermolecular reactivity of organic diacyl systems |
| title_fullStr | Intra- and intermolecular reactivity of organic diacyl systems |
| title_full_unstemmed | Intra- and intermolecular reactivity of organic diacyl systems |
| title_short | Intra- and intermolecular reactivity of organic diacyl systems |
| title_sort | intra and intermolecular reactivity of organic diacyl systems |
| topic | Reactivity (Chemistry) Molecules Chemistry, Organic |
| url | http://hdl.handle.net/11427/22138 |
| work_keys_str_mv | AT symesjillianellis intraandintermolecularreactivityoforganicdiacylsystems |