C–H Activation via Iridium and Rhodium Electrocatalysis and Undirected Electrochemical Fluorination

by Maximilian Daniel Stangier
Doctoral thesis
Date of Examination:2022-05-24
Date of issue:2022-06-24
Advisor:Prof. Dr. Lutz Ackermann
Referee:Prof. Dr. Lutz Ackermann
Referee:Prof. Dr. Konrad Koszinowski
Referee:Prof. Dr. Dietmar Stalke
Referee:Dr. Michael John
Referee:Dr. Daniel Janßen-Müller
Referee:Prof. Dr. Johannes Walker
Persistent Address: http://dx.doi.org/10.53846/goediss-9298

 

 

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Abstract

English

In past decades, transition metal-catalyzed C–H activation has emerged as an increasingly viable toolbox for the step- and atom economic formation of C–C and C–Het bonds. However, oxidative C–H transformations heavily rely on stoichiometric amounts of toxic and expensive metal oxidants. To overcome the drawback of sacrificial oxidants, organic electrochemistry has proven to be a powerful and sustainable alternative for transition metal-catalyzed C–H activations. Within this thesis, the concept of metallaelectrocatalysis was extended towards iridium electro-catalyzed C–H activation and the electrooxidative functionalization of formyl and alkene C–H bonds using rhodium catalysts. Furthermore, an undirected, electrochemical C(sp3)–H fluorination was developed, without the need for additional metal catalysts.
Keywords: Electrochemistry; C–H Activation; Transition Metal Catalysis; Fluorination; Rhodium; Iridium