Studies Toward Selenium-pi-Acid Catalyzed Oxidative Functionalizations of Olefinic and Acetylenic Multiple Bonds
von Katharina Rode
Datum der mündl. Prüfung:2020-08-19
Erschienen:2020-09-24
Betreuer:Prof. Dr. Alexander Breder
Gutachter:Prof. Dr. Alexander Breder
Gutachter:Prof. Dr. Lutz Ackermann
Gutachter:Dr. Holm Frauendorf
Gutachter:Prof. Dr. Inke Siewert
Gutachter:Prof. Dr. Dietmar Stalke
Gutachter:Prof. Dr. Konrad Koszinowski
Dateien
Name:Dissertation_RodeKatharina_noCV.pdf
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Format:PDF
Zusammenfassung
Englisch
The focus of this thesis was the oxidative functionalization of alkenes via selenium-pi-acid catalysis. In the realm of dual photoredox/selenium-pi-acid catalysis, the known methodology was expanded to the use of alcohols as endogenous nucleophiles in intra- and intermolecular etherification reactions. Furthermore, the scope of cognate lactonization and phosphatation reactions was determined. During the investigation of alkynes as alternative substrates for selenium-catalyzed reactions, the formation of allenylamides was developed and based on control experiments, a mechanism for the transformation was proposed. Finally, the use of nitrogen nucleophiles was examined and chiral binaphthyl-based diselenide catalysts were synthesized.
Keywords: selenium; photoredox catalysis; alkene functionalization; alkyne functionalization; allenes