title: Solvent-dependent disassembly of amphiphilic OPE-based tricarboxamides.
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.
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Complutense de Madrid , Ciudad Universitaria s/n 28040 Madrid, Spain.
authors.forename: Julia
authors.initials: J
authors.lastname: Buendía
authors.forename: Luis
authors.initials: L
authors.lastname: Sánchez
mesh_terms: D000081:Acetamides / Q000737:chemistry*; D006860:Hydrogen Bonding; D046911:Macromolecular Substances / Q000737:chemistry*; D015394:Molecular Structure; D058105:Polymerization; D012997:Solvents / Q000737:chemistry*; D014867:Water / Q000737:chemistry
chemical_list: D000081:Acetamides; D046911:Macromolecular Substances; D012997:Solvents; D014867:Water