biostudies-literatureWu JRNational Natural Science Foundation of ChinaChina Postdoctoral Science FoundationNatural Science Foundation of Jilin Province (Natural Science Foundation of Jilin Province of China)Natural Science Foundation of Jilin ProvinceNational Natural Science Foundation of China (National Science Foundation of China)5954https://www.ebi.ac.uk/biostudies/studies/S-EPMC10517982biostudies-literatureUnknown14(1)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 reconstruNature communicationsGrinding-induced supramolecular charge-transfer assemblies with switchable vapochromism toward haloalkane isomers.PMC105179825217320020230101052JC22201096BX2021112Li MHYang YWWu JRLi DWu GWang YfalseGrinding-induced supramolecular charge-transfer assemblies with switchable vapochromism toward haloalkane isomers.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 reconstru2023-01-01T00:00:00Z2023 Sep2025-04-04T18:35:53.882Z2025-04-04T18:35:53.882ZS-EPMC105179823774183010.1038/s41467-023-41713-9