Carbocyclization Approaches to Electron-Deficient Nanographenes and Their Analogues

Zhylitskaya, H.; Stępień, M.
Org. Chem. Front. 2018, 5, 2395–2414 | view at publisher's site

Recent advances in the chemistry of electron-poor polycyclic aromatic molecules are reviewed with a focus on new structural designs and emerging synthetic methods. We review various classes of building blocks, notably those based on rylene imides, and highlight the application of the most successful C−C bond-forming reactions, e.g., tandem Pd-catalyzed couplings, photocyclizations, and the glyoxylic Perkin condensation. These advances are presented in the context of the electronic properties of the resulting materials, which are of high current interest as n-type organic semiconductors.