S-Substituted Dibenzothiophenium Triflates: Synthesis, Structure and Reactivity
von Kevin Kafuta
Datum der mündl. Prüfung:2021-04-08
Erschienen:2021-04-23
Betreuer:Prof. Dr. Manuel Alcarazo
Gutachter:Prof. Dr. Dietmar Stalke
Gutachter:Prof. Dr. Ulf Diederichsen
Gutachter:Dr. Matthias Otte
Gutachter:Dr. Johannes Jun.-prof. Walker
Gutachter:Dr. Christian Sindlinger
Dateien
Name:DissertationKevinKafuta-Finaleversion-OhneCV.pdf
Size:25.2Mb
Format:PDF
Zusammenfassung
Englisch
The content of this thesis focused on the general syntheses and applications S-substituted alkynyl-, alkenyl- and aryldibenzothiophenium triflates. Addition reactions have been performed from S-alkynyldibenzothiophenium triflates towards vinyl substituted ones. With these in hand, their abilities as potential Michael-acceptors and in photocatalysis were tested. Deprotonated acetylenes delivered diynes by electrophilic alkynylation with S-alkynyldibenzothiophenium triflates. Lastly, a family of S-aryldibenzothiophenium triflates has been synthetized. Postsynthetic modifications including ipso aminations as well as chemoselective suzuki couplings in the presence of common coupling partners such as iodides and triflates have been performed.
Keywords: Sulfonium Salts; Photocatalysis; Palladium Catalysis; Umpolung; Transfer Reagents; Michael Reactions; Diyne Formation