We have identified a new family of foldamers, of which the backbone is enriched in nitrogen atoms that are locally structured by short-distance hydrogen bonds. As short-distance intramolecular contacts within the cyclic molecules may be kept cyclofoldamers can be designed. We expected that under favourable conditions, these components could give rise to nanotube formation, of chosen pore diameter, due to piling up (stacking) of cycles through p-p-stacking type interactions and/or intramolecular H-bonding. Studies were already performed in the lab in order to cyclise oligomers from a specific series NHN-R1 (with R1 = H). However, these have proved to be insoluble beyond the linear tetramer.We showed that the oligomer's solubility can be considerably increased by introducing a benzyl group (R1 = Bn). These compounds can lead to the corresponding cyclo-oligomers which were studied in order to analyse their conformation. X ray analysis allows us to confirm their nanotubular organization.

Synthesis of pseudopeptidic macrocycles [α/α-N<sup>α</sup>-hydrazino] towards the design of transmembrane channels

244th National Meeting (2012)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.

Synthesis of pseudopeptidic macrocycles [α/α-Nα-hydrazino] towards the design of transmembrane channels

Synthesis of pseudopeptidic macrocycles [α/α-N^α-hydrazino] towards the design of transmembrane channels