Photoisomerization and thermal reconstruction induced supramolecular chirality inversion in nanofiber determined by minority isomer

Zhixia Wang; Ziwei Guo; Yiran Liu; Linfeng Cui; Yuanyuan Wang; Haitao Yu; Lukang Ji

doi:10.1016/j.saa.2024.124138

Photoisomerization and thermal reconstruction induced supramolecular chirality inversion in nanofiber determined by minority isomer

Spectrochim Acta A Mol Biomol Spectrosc. 2024 May 15:313:124138. doi: 10.1016/j.saa.2024.124138. Epub 2024 Mar 11.

Authors

Zhixia Wang¹, Ziwei Guo¹, Yiran Liu¹, Linfeng Cui², Yuanyuan Wang³, Haitao Yu⁴, Lukang Ji⁵

Affiliations

¹ Hebei Key Laboratory of Organic Functional Molecules, College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang, Hebei 050024, China.
² Hebei Key Laboratory of Organic Functional Molecules, College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang, Hebei 050024, China. Electronic address: cuilinfeng@hebtu.edu.cn.
³ Department of Pharmacology, College of Basic Medicine, Hebei University of Chinese Medicine, Shijiazhuang, 050200 Hebei, China.
⁴ Hebei Key Laboratory of Organic Functional Molecules, College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang, Hebei 050024, China. Electronic address: haitaoyu@hebtu.edu.cn.
⁵ Hebei Key Laboratory of Organic Functional Molecules, College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang, Hebei 050024, China. Electronic address: jilukang@hebtu.edu.cn.

PMID: 38503253
DOI: 10.1016/j.saa.2024.124138

Abstract

Here, amphiphile GCH based on glutamide-cyanostilbene is designed and synthesized, it is found that it can assembly in acetonitrile, and shows circular dichroism signals. After Z-E isomerizaition by UV irradiation, the CD signal of the assembly can be inverted. Unexpectedly, after another heating and cooling process, the circular dichroism signals can be totally inverted even though the E-isomers are in minority. Finally, the molecular dynamics (MD) simulations deeply elucidate the supramolecuar chirality inversion mechanism. This work brings some new insights into the control of chirality inversion, which may provide a perspective for the smart chiroptical materials construction.

Keywords: Cyanostilbene; Light; Self-assmbly; Supramolecular chirality inversion.