Université de Fribourg

One-pot synthesis and AFM imaging of a triangular aramide macrocycle

Storz, Christof ; Badoux, Michael ; Hauke, Christopher M. ; Šolomek, Tomáš ; Kühnle, Angelika ; Bally, Thomas ; Kilbinger, Andreas F. M.

In: Journal of the American Chemical Society, 2014, vol. 136, no. 37, p. 12832–12835

Macrocyclizations in exceptionally good yields were observed during the self-condensation of N-benzylated phenyl p-aminobenzoates in the presence of LiHMDS to yield three-membered cyclic aramides that adopt a triangular shape. An ortho-alkyloxy side chain on the N-benzyl protecting group is necessary for the macrocyclization to occur. Linear polymers are formed exclusively in the absence of this...

Université de Fribourg

Controlling molecular self-assembly on an insulating surface by rationally designing an efficient anchor functionality that maintains structural flexibility

Hauke, Christopher M. ; Bechstein, Ralf ; Kittelmann, Markus ; Storz, Christof ; Kilbinger, Andreas F. M. ; Rahe, Philipp ; Kühnle, Angelika

In: ACS Nano, 2013, vol. 7, no. 6, p. 5491–5498

Molecular self-assembly on surfaces is dictated by the delicate balance between intermolecular and molecule–surface interactions. For many insulating surfaces, however, the molecule–surface interactions are weak and rather unspecific. Enhancing these interactions, on the other hand, often puts a severe limit on the achievable structural variety. To grasp the full potential of molecular...