Université de Fribourg

Synthesis of Hexa-peri-hexobenzocoronenes Carrying Linear or Branched Perfluoroalkylated Side Chains

Aebischer, Olivier F. ; Muñoz, David T. ; Tondo, Patrick ; Débieux, Jean-Luc ; Jenny, Titus A.

In: Synthesis, 2010, vol. 7, p. 1123-1140

Substituted disc-shaped perfluoroalkylated hexa-peri-hexabenzocoronenes (HBC), known to self-assemble into conducting ordered architectures, were synthesized and characterized. A systematic variation of the linear or branched perfluoroalkylated side chains was performed in order to screen the influence of the lateral chain on their one-dimensional self-aggregation.

Université de Fribourg

Controlling the lateral aggregation of perfluoroalkylated hexa-peri-hexabenzocoronenes

Aebischer, Olivier F. ; Aebischer, Annina ; Donnio, Bertrand ; Alameddine, Bassam ; Dadras, Massoud ; Güdel, Hans-Ulrich ; Guillon, Daniel ; Jenny, Titus A.

In: Journal of Materials Chemistry, 2007, vol. 17, no. 13, p. 1262-1267

The investigation of two hexa-peri-hexabenzocoronene (HBC) derivatives carrying linear or branched perfluoroalkylated side chains is reported. Polycondensed aromatic hydrocarbons (PAH) such as HBC derivatives are well known to self-organize to form highly ordered monomolecular stacks, which in turn show a concentration- and solvent-dependent lateral aggregation. However, possible...

Université de Fribourg

Self-aggregated perfluoroalkylated hexa-peri-hexabenzocoronene fibers observed by cryo-SEM and fluorescence spectroscopy

Aebischer, Olivier F. ; Aebischer, Annina ; Tondo, Patrick ; Alameddine, Bassam ; Dadras, Massoud ; Güdel, Hans-Ulrich ; Jenny, Titus A.

In: Chemical Communications, 2006, p. 4221 - 4223

The self-assembled architectures in solution of a new HBC derivative bearing perfluoroalkylated side chains were investigated by optical excitation and emission spectroscopy and correlated to cryo-SEM, a new technique in organic chemistry.

Université de Fribourg

Synthesis of Novel Fluorinated Hexa-peri-hexabenzocoronenes

Aebischer, Olivier F. ; Tondo, Patrick ; Alameddine, Bassam ; Jenny, Titus A.

In: Synthesis, 2006, vol. 17, p. 2891–2896

The synthesis of several perfluoroalkylated hexabenzocoronene derivatives is described. The substituents range from linear semiperfluoroalkylated chains to branched perfluoroalkylated chains. Novel strategies were applied to overcome the low solubility and the low reactivity of such chains.