Dokument: Perfluoroalkylation of Olefins by Electrocatalysis
Titel: | Perfluoroalkylation of Olefins by Electrocatalysis | |||||||
URL für Lesezeichen: | https://docserv.uni-duesseldorf.de/servlets/DocumentServlet?id=54127 | |||||||
URN (NBN): | urn:nbn:de:hbz:061-20200908-114139-3 | |||||||
Kollektion: | Dissertationen | |||||||
Sprache: | Englisch | |||||||
Dokumententyp: | Wissenschaftliche Abschlussarbeiten » Dissertation | |||||||
Medientyp: | Text | |||||||
Autor: | Sommer, Magdalena [Autor] | |||||||
Dateien: |
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Beitragende: | Prof. Dr. Constantin Czekelius [Gutachter] Prof. Dr. Pietruszka, Jörg [Gutachter] | |||||||
Dewey Dezimal-Klassifikation: | 500 Naturwissenschaften und Mathematik » 540 Chemie | |||||||
Beschreibung: | This work describes the development of a novel synthetic protocol for the electrochemical perfluoroalkylation of olefins. A synthetic protocol for the electrocatalytic iodoperfluoroalkylation of olefins was developed. Various factors such as electrode material, solvent, supporting electrolyte and additives were investigated. The electrochemical difunctionalisation can be achieved under constant current condition (10 mA) in a divided cell using hexafluoroisopropanol as solvent and tetrabutylammonium tetrafluoroborate as supporting electrolyte. Various terminal and internal alkenes were converted into the 1,2 addition products in moderate to excellent yield. The reaction proceeds under metal- and catalyst-free conditions using electrons as the sole reagent. The electrochemical hydroperfluoroalkylation of N acyloxazolidinones and acrylamides was investigated. Direct and mediated methods were applied to N,N-dibutylpropionamide and resulted in the formation of N,N-dibutyl-4,4,5,5,6,6,7,7,7-nonafluoroheptanamide in 21% yield. Finally, studies were conducted for the perfluoroalkylation of an electrogenerated iminium ion intermediate using either trifluoromethyltrimethylsilane in addition with various initiators or perfluoroiodoalkanes. | |||||||
Lizenz: | Urheberrechtsschutz | |||||||
Fachbereich / Einrichtung: | Mathematisch- Naturwissenschaftliche Fakultät » WE Chemie » Organische Chemie und Makromolekulare Chemie | |||||||
Dokument erstellt am: | 08.09.2020 | |||||||
Dateien geändert am: | 08.09.2020 | |||||||
Promotionsantrag am: | 07.05.2020 | |||||||
Datum der Promotion: | 03.07.2020 |