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- Title
Grinding-induced supramolecular charge-transfer assemblies with switchable vapochromism toward haloalkane isomers.
- Authors
Wu, Jia-Rui; Wu, Gengxin; Li, Dongxia; Li, Meng-Hao; Wang, Yan; Yang, Ying-Wei
- Abstract
Synthetic macrocycles have proved to be of great application value in functional charge-transfer systems in the solid state in recent years. Here we show a switchable on-off type vapochromic system toward 1-/2-bromoalkane isomers by constructing solid-state charge-transfer complexes between electron-rich perethylated pillar[5]arene and electron-deficient aromatic acceptors including 4-nitrobenzonitrile and 1,4-dinitrobenzene. These charge-transfer complexes with different colors show opposite color changes upon exposure to the vapors of 1-bromoalkanes (fading) and 2-bromoalkanes (deepening). Single-crystal structures incorporating X-ray powder diffraction and spectral analyses demonstrate that this on-off type vapochromic behavior is mainly attributed to the destruction (off) and reconstruction (on) of the charge-transfer interactions between perethylated pillar[5]arene and the acceptors, for which the competitive host-guest binding of 1-bromoalkanes and the solid-state structural transformation triggered by 2-bromoalkanes are respectively responsible. This work provides a simple colorimetric method for distinguishing positional isomers with similar physical and chemical properties. The use of macrocycles to develop charge-transfer complexes in the solid state was recently demonstrated. Here, the authors develop an on-off type vapochromic system toward positional bromoalkane isomers by the reassembly and disassembly of charge-transfer complexes between a pillar[5]arene and electron-deficient aromatic guests in the solid state.
- Subjects
STRUCTURAL isomers; X-ray crystallography; X-ray powder diffraction; ISOMERS; COLUMNS; CHEMICAL properties
- Publication
Nature Communications, 2023, Vol 14, Issue 1, p1
- ISSN
2041-1723
- Publication type
Article
- DOI
10.1038/s41467-023-41713-9