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This account summarizes our ongoing studies on the synthesis and properties of oligo-and poly(amide-triazole)s. Various structural factors, such as dipole-dipole interactions, polymer sidechain effects and zip-templating effects that can influence the supramolecular self-assembly process are revealed. The unique attributes of these multifunctional compounds as gelating and chemosensing materials are discussed. 1 Background 2 Linear Oligo(amide-triazole) Compounds Derived from Oligopeptides 3 Linear Oligo(amide-triazole) Compounds Derived from Oligo-and Polyamides 4 Conclusions and Outlook

A triazole-containing branched bis(dipeptidomimetic) 2 using l-lysine as a flexible branching unit was synthesized and characterized. The compound was found to form weak dimers (K dim = 19 M–1) in chloroform as shown by vapor pressure osmometry (VPO) and concentration-dependent 1H NMR studies. On the other hand, the compound was capable of binding chloride and monobasic diethyl phosphate (DEP) in chloroform. Job plot analysis, MALDI-TOF mass spectrometry, and NMR titration studies revealed a 1:1 binding stoichiometry with good binding affinities (K a ≈ 640–780 M–1). Structural studies using ­ROESY NMR spectroscopy and molecular modelling on the 2–DEP complex indicated the adoption of a helix-like conformation by the host with the guest situated near the branching juncture.

Supramolecular Chemistry of Click Linear Oligo-and Poly(amide-triazole)s. -[28 refs. + subrefs.]. -(CHOW*, H.-F.; CHUI, T.-K.; QI, Q.; Synlett 25 (2014) 16, 2246-2255, http://dx.