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Grinding-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...

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Autores principales: Wu, Jia-Rui, Wu, Gengxin, Li, Dongxia, Li, Meng-Hao, Wang, Yan, Yang, Ying-Wei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10517982/
https://www.ncbi.nlm.nih.gov/pubmed/37741830
http://dx.doi.org/10.1038/s41467-023-41713-9
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author Wu, Jia-Rui
Wu, Gengxin
Li, Dongxia
Li, Meng-Hao
Wang, Yan
Yang, Ying-Wei
author_facet Wu, Jia-Rui
Wu, Gengxin
Li, Dongxia
Li, Meng-Hao
Wang, Yan
Yang, Ying-Wei
author_sort Wu, Jia-Rui
collection PubMed
description 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.
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spelling pubmed-105179822023-09-25 Grinding-induced supramolecular charge-transfer assemblies with switchable vapochromism toward haloalkane isomers Wu, Jia-Rui Wu, Gengxin Li, Dongxia Li, Meng-Hao Wang, Yan Yang, Ying-Wei Nat Commun Article 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. Nature Publishing Group UK 2023-09-23 /pmc/articles/PMC10517982/ /pubmed/37741830 http://dx.doi.org/10.1038/s41467-023-41713-9 Text en © The Author(s) 2023 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Article
Wu, Jia-Rui
Wu, Gengxin
Li, Dongxia
Li, Meng-Hao
Wang, Yan
Yang, Ying-Wei
Grinding-induced supramolecular charge-transfer assemblies with switchable vapochromism toward haloalkane isomers
title Grinding-induced supramolecular charge-transfer assemblies with switchable vapochromism toward haloalkane isomers
title_full Grinding-induced supramolecular charge-transfer assemblies with switchable vapochromism toward haloalkane isomers
title_fullStr Grinding-induced supramolecular charge-transfer assemblies with switchable vapochromism toward haloalkane isomers
title_full_unstemmed Grinding-induced supramolecular charge-transfer assemblies with switchable vapochromism toward haloalkane isomers
title_short Grinding-induced supramolecular charge-transfer assemblies with switchable vapochromism toward haloalkane isomers
title_sort grinding-induced supramolecular charge-transfer assemblies with switchable vapochromism toward haloalkane isomers
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10517982/
https://www.ncbi.nlm.nih.gov/pubmed/37741830
http://dx.doi.org/10.1038/s41467-023-41713-9
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