Triptycene End-Capping as Strategy in Materials Chemistry to Control Crystal Packing and Increase Solubility.

In materials chemistry of polycyclic aromatic compounds (PACs) the kind of aggregation and the spatial arrangement of the π-planes are of utmost importance, e. g. for charge transport properties. Unfortunately, controlling these during crystallization is not trivial. In the past decade, we have introduced one-fold triptycene end-capping of quinoxalinophenanthrophenazines (QPPs) and other related structures to overcome this problem. When two instead of one triptycene end-caps are introduced, packing is largely suppressed, making typical PACs or pigments soluble in common organic solvents - which is another important property for such compounds to be processable from solution. In this account an overview of our research on using triptycene end-capping as dual strategy is given.