@phdthesis{Seifert2018,
  author    = {Seifert, Sabine},
  title     = {New Electron-Deficient Polycyclic Aromatic Dicarboximides by Palladium-Catalyzed C-C Coupling and Core Halogenation-Cyanation},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-156200},
  school      = {Universit{\"a}t W{\"u}rzburg},
  year      = {2018},
  abstract  = {The thesis describes the development of new synthetic strategies towards planar nanometer-sized and electron-deficient polycyclic aromatic dicarboximides, which are rather unexplored compared with the large variety of electron-rich polycyclic aromatic hydrocarbons and nanographenes. Thus, new polycyclic aromatic systems containing a different number of dicarboximide groups were designed since this class of compounds has revealed its significance in the past due to a range of desirable molecular properties and its high thermal and photochemical stability. The synthetic concept towards these systems includes different C-C coupling techniques that were combined within coupling cascade reactions. Therefore, this thesis provides new insights into the reactivity of aromatic substrates and elucidates mechanistic aspects of C-C coupling cascade reactions to facilitate the precise design of new and desirable materials based on polycyclic aromatic dicarboximides. Furthermore, structure-property relationships as well as the optical and electrochemical properties were investigated by UV/Vis absorption and fluorescence spectroscopy and cyclic or square wave voltammetry. Insights into the molecular structures in the solid state were obtained by single-crystal X-ray analysis. In subsequent studies, highly electron-deficient perylene bisimides and their reduced species have been investigated in detail. Thus, core-functionalized perylene bisimides were synthesized and UV/Vis absorption spectroscopy, spectroelectrochemistry and cyclic or square wave voltammetry were used to determine their optical properties and the stability of the individual reduced species.},
  subject      = {Kupplungsreaktion},
  language  = {en}
}