Université de Fribourg

Synthesis of alkyl-Substituted tribenzopentaphenes as versatile polycondensed aromatic hydrocarbon π-π stacking building blocks

Alameddine, Bassam ; Caba, Sofia Martin ; Schindler, Mauro ; Jenny, Titus A.

In: Synthesis, 2012, vol. 44, p. 1928-1934

We show the versatile synthesis of four tribenzopentaphene derivatives bearing alkyl side chains at three different positions. Substitutions on two of these positions led to subtle intensity changes at the lines of the blue emission, whereas alkylation in the bay region led to dimerization of the pentaphene derivative, resulting in a distortion of the chromophore geometry and an emission shift to...

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

Synthesis of perfluoroalkylated bulky triarylamines

Alameddine, Bassam ; Savary, Corinne ; Aebischer, Olivier ; Jenny, Titus A.

In: Synthesis, 2007, p. 271-276

The synthesis of two new triarylamine compounds bearing perfluoroalkylated side chains is described. Good thermal stabilities combined with a blue emission make these compounds promising candidates for materials applications.

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.