Transition Metal- and Electro-Catalyzed C-H and B-H Activation for the Efficient Synthesis of Carborane Derivatives

by Becky Bongsuiru Jei
Doctoral thesis
Date of Examination:2022-12-15
Date of issue:2023-01-12
Advisor:Prof. Dr. Lutz Ackermann
Referee:Prof. Dr. Lutz Ackermann
Referee:Prof. Dr. Alexander Breder
Referee:Prof. Dr. Dr. h.c. Lutz Tietze
Referee:Prof. Dr. Dietmar Stalke
Referee:Dr. Daniel Janßen-Müller
Referee:Dr. Michael John
Persistent Address: http://dx.doi.org/10.53846/goediss-9654

 

 

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Abstract

English

The emergence and rapid development of transition metal-and electro-catalyzed C-H activation has proven to be a powerful tool in the assembly of complex molecular structures. in addition, the selective synthesis of carborane derivatives proceeded over the years through noble 4d metal catalysis characterized by expensive 4d metal complexes, use of stoichiometric silver salts as well as harsh reaction conditions. This has made these protocols impractical and unsustainable thereby creating a need for more sustainable protocols. The above mentioned drawbacks have been partly addressed in this dissertation through the merge of 3d transition metal catalysis and electrocatalysis for the sustainable synthesis of carborane derivatives. Notable futures of this dissertation include i) cost-efficient, earth-abundant manganese(I) catalysis for the assembly of o-carborane containing peptides ii) copper(I)-catalyzed electrooxidative cage chalcogenation of o-carboranes iii) metal-free electrochemical B-H nitrogenation of nido-carboranes for the successful synthesis of highly fluorescent BODIPY containing nido-carboranes. Furthermore, we have unraveled sustainable methods to assemble carboranes of varying functional groups and complexity. These compounds could find application in medicine as novel boron neutron capture therapy agents and in material science for optoelectronic materials.
Keywords: sustainable catalysis, C-H/B-H activation, Carborane derivatives
Schlagwörter: sustainable catalysis, C-H/B-H activation, Carborane derivatives
 
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