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Updated: May 6, 2026
Solid-phase Submonomer Synthesis of Peptoid Polymers and their Self-Assembly into Highly-Ordered Nanosheets
Published on: November 2, 2011
Solvent-dependent disassembly of amphiphilic OPE-based tricarboxamides
1Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Complutense de Madrid , Ciudad Universitaria s/n 28040 Madrid, Spain.
Abstract:
A series of water-compatible C3-symmetric tricarboxamides endowed with a large number of EO side chains separated from the amide groups by different paraffinic linkers has been synthesized. The addition of a small amount of water breaks the N-H···O═C amide H-bonds but induces the formation of aggregates by a solvophobic effect. The lack of highly directional H-bonding interactions results in an isodesmic supramolecular polymerization with a calculated Gibbs free energy of -31.26 and -36.79 kJ mol(-1) for 1 and 3, respectively.
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