Readily functionalized AAA-DDD triply hydrogen-bonded motifs

Herein we present a new, readily functionalized AAA-DDD hydrogen bond array. A novel AAA monomeric unit ( 3a-b ) was obtained from a two-step synthetic procedure starting with 2-aminonicotinaldehyde via microwave radiation (overall yield of 52-66%). 1 H NMR and fluorescence spectroscopy confirmed the complexation event with a calculated association constant of 1.57 × 10 7 M −1 . Likewise, the usefulness of this triple hydrogen bond motif in supramolecular polymerization was demonstrated through viscosity measurements in a crosslinked supramolecular alternating copolymer. Herein we present a new, readily functionalized AAA-DDD hydrogen bond array.