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690. Amplification of Asymmetry via Structural Transitions in Supramolecular Polymer-Surfactant Co-assemblies

F. Graaf, C. Zoister, B. Schade, T. Hilal, X. Lou, S. Wijker, S. Schoenmakers, G. Vantomme, R. Haag, A. Singh, E. Meijer – 2025

Asymmetric structures are widespread in nature and essential for life and bio-interactive materials. Although nature uniformly operates with homochirality, the hierarchical control of asymmetry in synthetic, water-soluble molecular systems is still underexplored. In this work, we present the amplification of helical asymmetry of benzene-1,3,5-tricarboxamide (BTA) supramolecular polymers by co-assembly with homochiral nonionic surfactants. For these mixtures, a strong amplification of asymmetry was observed from the surfactant’s molecular chirality to a preferred helicity of the co-assembled polymers. This amplification showed maxima at identical stoichiometric ratios for structurally distinct chiral surfactants, demonstrating the similarity of the co-assembly mechanism. Notably, the surfactant-induced asymmetry was completely overridden by introduction of stereogenic centers into the BTA structure, emphasizing the subtlety of the amplification process. Using a combination of spectroscopy and microscopy, we found that surfactants co-assemble with the supramolecular polymers to change fiber morphology from racemic double helices to single helices with a preferred handedness. Furthermore, the co-assemblies showed a unique combination of structures and dynamics. Our results elucidate the consequences of supramolecular polymer-surfactant co-assembly, offering valuable insights into the resulting asymmetric structures.

Title
690. Amplification of Asymmetry via Structural Transitions in Supramolecular Polymer-Surfactant Co-assemblies
Author
F. Graaf, C. Zoister, B. Schade, T. Hilal, X. Lou, S. Wijker, S. Schoenmakers, G. Vantomme, R. Haag, A. Singh, E. Meijer
Date
2025
Identifier
DOI:
Source(s)
Citation
J. Am. Chem. Soc., 2025, just accepted