Resource-Economical Synthesis by Selective Metal-Catalyzed C–H Activations

by Uttam Dhawa
Doctoral thesis
Date of Examination:2021-04-15
Date of issue:2021-04-30
Advisor:Prof. Dr. Lutz Ackermann
Referee:Prof. Dr. Lutz Ackermann
Referee:Prof. Dr. Manuel Alcarazo
Referee:Prof. Dr. Dr. Lutz Tietze
Referee:Prof. Dr. Ricardo Mata
Referee:Dr. Michael John
Referee:Dr. Daniel Janßen-Müller
Persistent Address: http://dx.doi.org/10.53846/goediss-8578

 

 

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Abstract

English

The advent of new synthetic strategies has enriched the synthetic organic chemistry to access molecules with tremendous complexity. In this context, transition metal-catalyzed C−H activation has emerged as a powerful tool for highly step- and atom- economical synthesis that avoids laborious prefunctionalizations of starting materials. First part of the thesis was focused on removable directing group assisted challenging C–F/C–H functionalization using versatile manganese(I) and ruthenium(II) catalysis manifold. As with fluorinated scaffolds, chiral molecules represent a class of highly desirable building blocks. Thus, the next part of the thesis focused on the development of sustainable enantioselective transformations using cost-effective transition metals. Similarly, metallaelectrocatalysis provides excellent resource economy for sustainable organic synthesis. A major portion of the thesis was focused on addressing improved sustainability and resource-economy for the activation of inert C–H bonds. The prime focus of the thesis was the development of cost-effective and environmentally-benign metal-catalyzed selective C−H activation reactions with olefins and alkynes with a major emphasis on the identification of resource-economical conditions. In addition, a considerable focus has been placed on the mechanistic understandings of these C−H activations.
Keywords: Resource-Economy; Chiral Acid; C–H Activation; Asymmetric Catalysis; Electrosynthesis; Homogenous Catalysis; Transition Metal Catalysis; C–F Activation
 
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