Development of Photo-Induced C–H Activation by Copper and Ruthenium Catalysis
by Julian Koeller
Date of Examination:2019-10-29
Date of issue:2019-11-08
Advisor:Prof. Dr. Lutz Ackermann
Referee:Prof. Dr. Lutz Ackermann
Referee:Prof. Dr. Konrad Koszinowski
Referee:Prof. Dr. Dr. Lutz Tietze
Referee:Prof. Dr. Dietmar Stalke
Referee:Dr. Holm Frauendorf
Referee:Dr. Michael John
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Abstract
English
Within recent decades, transition metal-catalyzed C–H activation has become a valuable and versatile tool for organic synthesis. As C–H bonds are ubiquitous in organic molecules, the direct site-selective functionalization of C–H bonds can avoid pre-functionalization and thereby enhances the step- and atom economy of the synthesis. This thesis illustrates the use of earth-abundant and cost-effective copper catalysts for the facile C–H chalcogenation of indolines and indoles. By merging transition metal catalysis with photocatalysis, inexpensive copper catalysts could also be employed for the C–H arylation of azoles at ambient temperature. This concept of photo-induced C–H activation was also applied to the meta-selective ruthenium-catalyzed C–H alkylation.
Keywords: arylation; ruthenium; photocatalysis; meta-selective alkylation; chalcogenation; C–H activation; copper; transition metal catalysis; photo-induced