Polycyclic aromatic compounds (PACs) are a fascinating class of compounds, either because of their potential use in organic electronic devices or to gain a deeper understanding of fundamental concepts of aromaticity. The vast majority of PACs is based on fused six-membered rings. As a consequence, these are flat and barely soluble. The latter for certain a disadvantage for characterization and processing of such compounds. By two different strategies, contortion in such PACs can be caused, making these soluble and thus available for further derivatization by chemical reactions. In the talk, several strategies towards nonplanar PACs will be presented with an emphasis on so-called monkey-saddles,[1-4] a unique topology, even allowing to introduce chirality.
References
[1] K. Baumgärtner, A. L. Meza Chincha, A. Dreuw, F. Rominger, M. Mastalerz, Angew. Chem. Int. Ed. 2016, 55, 15594-15598.
[2] X. Yang, F. Rominger, M. Mastalerz, Angew. Chem. Int. Ed. 2019, 58, 17577-17582.
[3] T. Kirschbaum, F. Rominger, M. Mastalerz, Angew. Chem. Int. Ed. 2020, 59, 270-274
[4] T. Kirschbaum, F. Rominger, M. Mastalerz, Chem. Eur. J. 2020, 26, 14560-14564