Synthesis of new HBC derivatives and investigation of their --stacking properties Mauro Kevin SCHINDLER, Department of Chemistry In this thesis we have successfully synthesized one of two target HBC derivatives. The synthetic steps which were performed during this thesis range from relatively simple (as brominations) to complicated synthetic procedures such as three – fold Sonogashira couplings. We have tried to simplify the HBC synthesis by introducing a more convergent synthetic strategy. This strategy allowed to shorten the overall reaction time because several reaction steps can be done simultaneously. We have also made cryo – SEM measurements and seen that the synthesized HBC molecule forms spider net – like structures at higher concentrations and single strains at lower concentrations that shorten in length when the concentration decreases. UV / VIS measurements have shown that the new HBC derivative aggregates rapidly in long columns and that the composition of the aggregates changes when kept in solution for some weeks. Fluorescence measurements revealed small absorption bands typical for laterally aggregated HBCs. We also discovered that a substance of unknown composition assembles on the walls of the quartz containers. The HBC derivative has been totally synthesized and investigated by different direct and indirect methods. F3C CF3 F3C CF3 CF3 Prof. Dr. Titus A. Jenny CF3