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Readily functionalized AAA–DDD triply hydrogen-bonded motifs

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Abstract

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%). 1H NMR and fluorescence spectroscopy confirmed the complexation event with a calculated association constant of 1.57 × 107 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.

Graphical abstract: Readily functionalized AAA–DDD triply hydrogen-bonded motifs

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Publication details

The article was received on 26 Feb 2018, accepted on 27 Mar 2018 and first published on 27 Mar 2018


Article type: Paper
DOI: 10.1039/C8OB00479J
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Readily functionalized AAA–DDD triply hydrogen-bonded motifs

    F. Tong, I. J. Linares-Mendez, Y. Han, J. A. Wisner and H. Wang, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB00479J

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