2026-06-26T19:49:20Zhttps://docta.ucm.es/rest/oai/request

oai:docta.ucm.es:20.500.14352/948452024-09-24T14:41:15Zcom_20.500.14352_14col_20.500.14352_15

García Melo, Fátima Buendía, Julia Sánchez Martín, Luis 2024-01-23T15:51:35Z 2024-01-23T15:51:35Z 2011 Fátima García, Julia Buendía, and Luis Sánchez The Journal of Organic Chemistry 2011 76 (15), 6271-6276 DOI: 10.1021/jo201055t 1520-6904 10.1021/jo201055t https://hdl.handle.net/20.500.14352/94845 https://doi.org/10.1021/jo201055t Two amphiphilic C3-symmetric OPE-based trisamides have been synthesized and their self-assembling features investigated in solution and on surface. Variabletemperature UV vis experiments demonstrate the cooperative supramolecular polymerization of these trisamides that selfassemble by the operation of triple CdO 333 H N H-bonding arrays between the amide functional groups and π π stacking between the aromatic units. The helical organization of the aggregates has been demonstrated by circular dichroism at a concentration as low as 1 10 4 M in acetonitrile. In the reported trisamides, the large hydrophobic aromatic core acts as a solvophobic module impeding the interaction between the polar TEG chains and the amide H-bonds. This strategy makes unnecessary the separation of the amide functional groups to the polar tri(ethylene glycol) chains by paraffinic fragments. Achiral trisamide 1 self-assembles into flat ribbon-like structures that experience an amplification of chirality by the addition of a small amount of chiral 2 that generates twisted stripes eng restricted access Supramolecular Ribbons from Amphiphilic Trisamides Self-Assembly journal article