Aromatic oligomers that form hetero duplexes in aqueous solution.

摘要: The electron-deficient 1,4,5,8-naphthalenetetracarboxylic diimide (Ndi) and electron-rich 1,5-dialkoxynaphthalene (Dan) have been shown to complex strongly with each other in water due the hydrophobic effect as modulated through electrostatic complementarity of stacked dimer. Previously, oligomers alternating Ndi Dan units, termed aedamers, were first foldamers employ intramolecular aromatic stacking formation secondary structure nonnatural chains aqueous solution. Described here is use this aromatic−aromatic (or pi−pi) interaction, time an intermolecular format, demonstrate self-assembly stable hetero duplexes from a set molecular strands (1a−4a) (1b−4b) incorporating respectively. A 1-to-1 binding stoichiometry was determined NMR isothermal titration calorimetry (ITC) investigations, these experiments indicated that association enthalpically favored tetra-Ndi (4a) tetra-Dan (4b...