Site-Selectivity in Ruthenium-Catalyzed C–H and C–C Activations

by Korkit Korvorapun
Doctoral thesis
Date of Examination:2020-09-16
Date of issue:2020-09-23
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:Prof. Dr. Johannes C. L. Walker
Referee:Dr. Michael John
Persistent Address: http://dx.doi.org/10.53846/goediss-8209

 

 

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Abstract

English

During the past decades, transition metal-catalyzed C–H and C–C activation has been recognized as a powerful platform in organic synthesis to access the selective construction of new C–C and C–Het bonds. The full control of the site-selectivity is one of the key challenges for C–H and C–C transformations. In this context, chelation assistance of a directing group has become an efficient method for ortho-selective C–H and C–C activation of arenes. In contrast to other transition metals, cyclometalated ruthenium complexes exhibit distinct properties, thus allowing for the formation of new C–C and C–Het bonds on the arene at the position ortho, meta, or para to the directing group. Within this thesis, ruthenium catalysis was utilized for meta-selective C–H functionalizations, including alkylations, benzylations and brominations. In addition to the remote transformations, the concept of ruthenium-catalyzed C–H activation could be employed for the direct arylations under photoredox catalysis.
Keywords: Transition Metal Catalysis; Ruthenium; C–C Activation; C–H Activation; meta-Selectivity; ortho-Selectivity; Remote Functionalization; Photoredox Catalysis
 
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