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Title: Helicity inversion of supramolecular hydrogels induced by achiral substituents
Authors: Liu, Guofeng
Li, Xin
Sheng, Jianhui
Li, Pei-Zhou
Ong, Wee Kong
Phua, Fiona Soo Zeng
Ågren, Hans
Zhu, Liangliang
Zhao, Yanli
Keywords: Science::Chemistry
Issue Date: 2017
Source: Liu, G., Li, X., Sheng, J., Li, P.-Z., Ong, W. K., Phua, F. S. Z., . . . Zhao, Y. (2017). Helicity inversion of supramolecular hydrogels induced by achiral substituents. ACS Nano, 11(12), 11880-11889. doi:10.1021/acsnano.7b06097
Journal: ACS Nano
Abstract: Probing the supramolecular chirality of assemblies and controlling their handedness are closely related to the origin of chirality at the supramolecular level and the development of smart materials with desired handedness. However, it remains unclear how achiral residues covalently bonded to chiral amino acids can function in the chirality inversion of supramolecular assemblies. Herein, we report macroscopic chirality and dynamic manipulation of chiroptical activity of hydrogels self-assembled from phenylalanine derivatives, together with the inversion of their handedness achieved solely by exchanging achiral substituents between oligo(ethylene glycol) and carboxylic acid groups. This helicity inversion is mainly induced by distinct stacking mode of the self-assembled building blocks, as collectively confirmed by scanning electron microscopy, circular dichroism, crystallography, and molecular dynamics calculations. Through this straightforward approach, we were able to invert the handedness of helical assemblies by merely exchanging achiral substituents at the terminal of chiral gelators. This work not only presents a feasible strategy to achieve the handedness inversion of helical nanostructures for better understanding of chiral self-assembly process in supramolecular chemistry but also facilities the development of smart materials with controllable handedness in materials science.
ISSN: 1936-0851
DOI: 10.1021/acsnano.7b06097
Rights: © 2017 American Chemical Society. All rights reserved.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

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