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The present thesis comprises synthesis and stoichiometric model reactions of well-defined NHC-stabilized copper(I) complexes (NHC = N-heterocyclic carbene) in order to understand their basic reactivity in borylation and cross-coupling reactions. This also includes the investigations of the reactivity of the ligands used (NHCs and CaaCs = cyclic alkyl(amino)carbenes) with the substrates, i.e. diboron(4) esters and arylboronates, which are addressed in the second part of the thesis.