Pallada-Electrocatalyzed Non-Directed C–H Alkenylation and Double C–H Arylation
von Zhipeng Lin
Datum der mündl. Prüfung:2024-07-10
Erschienen:2024-12-19
Betreuer:Prof. Dr. Lutz Ackermann
Gutachter:Prof. Dr. Christian Jooß
Gutachter:Prof. Dr. Dr. h.c. Lutz Tietze
Gutachter:Dr. Holm Frauendorf
Gutachter:Prof. Dr. Nadja Jun.-Simeth
Gutachter:Dr. Daniel Janßen-Müller
Dateien
Name:dissertation_Zhipeng Lin.pdf
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Zusammenfassung
Englisch
The merger of electrooxidation and transition metal-catalyzed C–H activation has emerged as an increasingly viable platform in molecular syntheses that can avoid stoichiometric chemical redox agents and circuitous functional group operations. Despite significant progress, these electrochemical C−H activations generally require directing groups, of which the installation and removal call for additional synthesis steps, leading to undesired waste with reduced step and atom economy. In his thesis, we present palladium-electrochemical C−H olefinations of simple arenes devoid of exogenous directing groups. The robust electrocatalysis protocol proved amenable to a wide range of both electron-rich and electron-deficient arenes under exceedingly mild reaction conditions, avoiding chemical oxidants. This study points to an interesting approach of two electrochemical transformations for the success of outstanding levels of position-selectivities in direct olefinations of electron-rich anisoles. Furthermore, late-stage
Keywords: directing group free; C-H Activation; palladium; electrochemistry; cross dehydrogenative coupling; arylation; alkenylation