Issue 7, 2019

Biomimetic folding of small organic molecules driven by multiple non-covalent interactions

Abstract

Here we report our research on biomimetic folding architectures self-assembled hierarchically from well-designed UPy-based monomers with low molecular weight (MW < 400 Da). These monomers are first dimerized via quadruple hydrogen bonding and then form folded dimers with the assistance of π–π interactions. More interestingly, the folded dimer further formed one-dimensional supramolecular stacks through additional weak π–π interactions in the solid state. Similar to DNA, these well-defined structures are stabilized by the concerted hydrogen bonding and π–π interaction in a synergistic manner, which would provide inspiration for constructing biomimetic self-folding materials.

Graphical abstract: Biomimetic folding of small organic molecules driven by multiple non-covalent interactions

Supplementary files

Article information

Article type
Research Article
Submitted
20 Jan 2019
Accepted
08 Feb 2019
First published
12 Feb 2019

Org. Chem. Front., 2019,6, 936-941

Biomimetic folding of small organic molecules driven by multiple non-covalent interactions

T. Xiao, L. Xu, J. Wang, Z. Li, X. Sun and L. Wang, Org. Chem. Front., 2019, 6, 936 DOI: 10.1039/C9QO00089E

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