Bioinspired dioxygen activation with copper complexes supported by Bis(oxazoline) and Bis(benzimidazole) ligands

by Guillermo Duran Solares
Doctoral thesis
Date of Examination:2023-05-24
Date of issue:2023-06-20
Advisor:Prof. Dr. Franc Meyer
Referee:Prof. Dr. Manuel Alcarazo
Referee:Prof. Dr. Wesley Browne
Referee:Prof. Dr. Konrad Koszinowski
Referee:Prof. Dr. Lisa Vondung
Referee:Dr. Michael John
Persistent Address: http://dx.doi.org/10.53846/goediss-9936

 

 

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Abstract

English

Many synthetic complexes modeling the oxy form of the tyrosinase have been developed and have shown a preference for either the side-on peroxodicopper(II) (P) or the bis(-oxo)dicopper(III) (O) core depending on the supporting ligand, the solvent and the nature of counterions. In view of the potential of bioinspired copper complexes to serve as catalysts for selective oxidations of organic substrates, elucidating the factors that govern the interconversion of these P and O intermediates and their distinct reactivity patterns is of great interest. Recently we initiated the use of bis(oxazoline) (BOX) ligands in Cu/O2 chemistry and we demonstrated that their P and O cores can be interconverted by peripheral (de)protonation events at the ligand backbone. We have now studied the reactive [Cu2O2] intermediates of a variety of different bis(oxazoline) (BOX) and bis(benzimidazole) (BBIM) ligands, their formation kinetics and acid/base induced P/O interconversion, as well as their reactivity towards substrates.
Keywords: Dinuclear Complex; Oxygen activation; Interconversion; Kinetics; Peroxo /bis(n-oxo); BOX; Bis(benzimidazole) lignads