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Triazole-functionalised and polymer-supported phenylboronic acid catalysts for direct amidation of carboxylic acids at room temperature.
Thesis (PhD)--Stellenbosch University, 2023.
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| Other Authors: | |
| Format: | Thesis |
| Language: | English |
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Stellenbosch : Stellenbosch University
2023
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| _version_ | 1867613760417431552 |
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| access_status_str | Open Access |
| author | Mafaune, Asslly Tafara |
| author2 | Arnott, Gareth Edward |
| author_browse | Arnott, Gareth Edward Mafaune, Asslly Tafara |
| author_facet | Arnott, Gareth Edward Mafaune, Asslly Tafara |
| author_sort | Mafaune, Asslly Tafara |
| collection | Thesis |
| dc_rights_str_mv | Stellenbosch University |
| description | Thesis (PhD)--Stellenbosch University, 2023. |
| format | Thesis |
| id | oai:scholar.sun.ac.za:10019.1/128430 |
| institution | Stellenbosch University (South Africa) |
| language | English |
| last_indexed | 2026-06-10T12:41:15.521Z |
| license_str | Other — see source repository |
| provenance_str_mv | Harvested via OAI-PMH from SUNScholar — Stellenbosch University Repository |
| publishDate | 2023 |
| publishDateRange | 2023 |
| publishDateSort | 2023 |
| publisher | Stellenbosch : Stellenbosch University |
| publisherStr | Stellenbosch : Stellenbosch University |
| record_format | dspace |
| source_str | SUNScholar — Stellenbosch University Repository |
| spelling | oai:scholar.sun.ac.za:10019.1/128430 Triazole-functionalised and polymer-supported phenylboronic acid catalysts for direct amidation of carboxylic acids at room temperature. Mafaune, Asslly Tafara Arnott, Gareth Edward Stellenbosch University. Faculty of Science. Dept. of Chemistry and Polymer Science. Chemical inhibitors Amides -- Synthesis Triazoles UCTD Thesis (PhD)--Stellenbosch University, 2023. ENGLISH ABSTRACT: Developing reliable and robust synthetic protocols for amide bond formation is of great significance due to their importance. Catalytic direct amidation circumvents the need to use activating reagents which result in toxic waste production and poor atom economy. It offers a waste free and high atom economy alternative. This work explores the synthesis of a series of triazole-functionalised phenylboronic acids and the investigation of their catalytic activity in the direct amidation of unactivated carboxylic acids and amines at room temperature. Two arylboronic acids, (2-((4-(2-methoxyphenyl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)boronic acid (A) and (2-((5-(4-nitrophenyl)-1H-1,2,3-triazol-1-yl)methyl)phenyl)boronic acid (B), showed excellent catalytic activity at room temperature. To explore heterogeneous catalysis, novel polystyrene-supported phenylboronic acids were synthesized and tested for catalysis on the direct amidation of carboxylic acids at room temperature. The target heterogeneous catalyst, a 5-methoxy-2-iodophenylboronic acid (MIBA)-inspired polymer-supported catalyst (C), also exhibited good catalytic activity at room temperature. AFRIKAANSE OPSOMMING: Die ontwikkeling van betroubare en robuuste sintetiese metodes vir amiedbindingsvorming is van groot belang weens hul belangrikheid. Katalitiese direkte amidering omseil die behoefte om aktiveeringsreagense te gebruik wat lei tot produksie van giftige afvalstowwe en swak atoomekonomie. Dit bied 'n afvalvrye en hoë atoomekonomie-alternatief. Hierdie werk bevat die sintese van 'n reeks triasool-gefunksionaliseerde fenielboorsure en die ondersoek van hul katalitiese aktiwiteit in die direkte amidering van ongeaktiveerde karboksielsure en amiene by kamertemperatuur. Twee arielboorsure, (2-((4-(2-metoksifeniel)-1H-1,2,3-triasool-1-yl)metiel)feniel)boorsuur (A) en (2-((5-(4) -nitrofeniel)-1H-1,2,3-triasool-1-yl)metiel)feniel)boorsuur (B), het uitstekende katalitiese aktiwiteit by kamertemperatuur getoon. Om heterogeniese katalise te ondersoek, is nuwe polistireen-gesteunde fenielboorsure gesintetiseer en getoets vir katalise in die direkte amidering van karboksielsure by kamertemperatuur. Die teiken heterogeniese katalisator, 'n 5-metoksi-2-jodfenielboorsuur (MIBA)-geïnspireerde polimeer-gesteunde katalisator (C), hetook goeie katalitiese aktiwiteit by kamertemperatuur getoon. Doctoral 2023-01-24T08:59:06Z 2023-08-30T13:05:15Z 2023-03-27 2023-01-24T08:59:06Z 2023-08-31T09:18:41Z 2023-01-24T08:59:06Z 2023-08-31T09:18:41Z 2023-03 Thesis https://scholar.sun.ac.za/handle/10019.1/128430 en Stellenbosch University application/pdf 172 pages : illustrations application/pdf Stellenbosch : Stellenbosch University |
| spellingShingle | Chemical inhibitors Amides -- Synthesis Triazoles UCTD Mafaune, Asslly Tafara Triazole-functionalised and polymer-supported phenylboronic acid catalysts for direct amidation of carboxylic acids at room temperature. |
| title | Triazole-functionalised and polymer-supported phenylboronic acid catalysts for direct amidation of carboxylic acids at room temperature. |
| title_full | Triazole-functionalised and polymer-supported phenylboronic acid catalysts for direct amidation of carboxylic acids at room temperature. |
| title_fullStr | Triazole-functionalised and polymer-supported phenylboronic acid catalysts for direct amidation of carboxylic acids at room temperature. |
| title_full_unstemmed | Triazole-functionalised and polymer-supported phenylboronic acid catalysts for direct amidation of carboxylic acids at room temperature. |
| title_short | Triazole-functionalised and polymer-supported phenylboronic acid catalysts for direct amidation of carboxylic acids at room temperature. |
| title_sort | triazole functionalised and polymer supported phenylboronic acid catalysts for direct amidation of carboxylic acids at room temperature |
| topic | Chemical inhibitors Amides -- Synthesis Triazoles UCTD |
| url | https://scholar.sun.ac.za/handle/10019.1/128430 |
| work_keys_str_mv | AT mafauneassllytafara triazolefunctionalisedandpolymersupportedphenylboronicacidcatalystsfordirectamidationofcarboxylicacidsatroomtemperature |