Silylierte Corannulene

In the first part of this thesis a new synthetic route to silylated corannulenes is presented. It includes the new compounds 8-bromo-1,6,7,10-tetramethylfluoranthene (10), 8-trimethylsilyl-1,6,7,10-tetramethylfluoranthene (11), 7-bromomethyl-8-trimethylsilyl-1,6,10-tri(dibromomethyl)methylfluoranthene (13) und 4-trimethylsilyl-1,2,6-tribromocorannulene (14). The second part deals with the synthesis of the organo boronic acids dimetyl-(di-p-phenylboronic acid) silane (19) und 4-(dimethylsilyl)phenylboronic acid (20) and a potentially buckycatcher molecule, namely di-p-corannulenylphenyl (dimethyl) silane (22) which shows indications for the interaction with C60 molecules. In the last part the results of quantum mechanical calculations of the bowl depths and the bowl-to bowl inversion energies using different methods (DFT(B3LYP, M06-2X), MP2) and basis sets (6-311 G(2d,p), cc-pVDZ und cc-pVTZ) of a selection of substituted silylated corannulene derivatives are discussed.