Electrochemical C–H Activation by Ruthenium and Palladium Catalysis
by Xiaoyan Hou
Date of Examination:2024-03-19
Date of issue:2024-04-19
Advisor:Prof. Dr. Lutz Ackermann
Referee:Prof. Dr. Konrad Koszinowski
Referee:Prof. Dr. Dietmar Stalke
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Abstract
English
The emergence of direct functionalizations of C−H bonds offers efficient alternatives to traditional cross-coupling reactions, thereby saving time and costs. However, oxidative C−H activation often depends on stoichiometric amounts of toxic metal oxidants, undermining the sustainability of the strategy. This thesis addressed this issue by integrating electrochemistry with transition metal-catalyzed C−H activation, enabling organic syntheses with exceptional resource economy. The novel approach of metallaelectrocatalysis was utilized for the traceless formation of various C−C or C−Het bonds. First part of the thesis was focused on removable directing group assisted C–H functionalization using ruthenium(II) catalysis manifold. In addition, chiral molecules represent a class of highly desirable building blocks. Thus, the subsequent part emphasized the development of sustainable enantioselective transformations using palladium. The thesis placed significant emphasis on enhancing sustainability and resource economy in metal-catalyzed selective C−H activation reactions, prioritizing the identification of cost-effective and environmentally friendly conditions and deepening understanding of their mechanisms.
Keywords: C–H Activation; Electrosynthesis; Transition Metal Catalysis; Asymmetric Catalysis; Ruthenium Catalysis; Palladium Catalysis