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Halogen Bonding Tetraphenylethene Anion Receptors: Anion‐Induced Emissive Aggregates and Photoswitchable Recognition

A series of tetraphenylethene (TPE) derivatives functionalized with highly potent electron‐deficient perfluoroaryl iodo‐triazole halogen bond (XB) donors for anion recognition are reported. (1)H NMR titration experiments, fluorescence spectroscopy, dynamic light scattering measurements, TEM imaging...

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Detalles Bibliográficos
Autores principales: Docker, Andrew, Shang, Xiaobo, Yuan, Daohe, Kuhn, Heike, Zhang, Zongyao, Davis, Jason J., Beer, Paul D., Langton, Matthew J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8456845/
https://www.ncbi.nlm.nih.gov/pubmed/34185375
http://dx.doi.org/10.1002/anie.202107748
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author Docker, Andrew
Shang, Xiaobo
Yuan, Daohe
Kuhn, Heike
Zhang, Zongyao
Davis, Jason J.
Beer, Paul D.
Langton, Matthew J.
author_facet Docker, Andrew
Shang, Xiaobo
Yuan, Daohe
Kuhn, Heike
Zhang, Zongyao
Davis, Jason J.
Beer, Paul D.
Langton, Matthew J.
author_sort Docker, Andrew
collection PubMed
description A series of tetraphenylethene (TPE) derivatives functionalized with highly potent electron‐deficient perfluoroaryl iodo‐triazole halogen bond (XB) donors for anion recognition are reported. (1)H NMR titration experiments, fluorescence spectroscopy, dynamic light scattering measurements, TEM imaging and X‐ray crystal structure analysis reveal that the tetra‐substituted halogen bonding receptor forms luminescent nanoscale aggregates, the formation of which is driven by XB‐mediated anion coordination. This anion‐coordination‐induced aggregation effect serves as a powerful sensory mechanism, capable of luminescence chloride sensing at parts per billion concentration. Furthermore, the doubly substituted geometric isomers act as unprecedented photoswitchable XB donor anion receptors, where the composition of the photostationary state can be modulated by the presence of a coordinating halide anion.
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spelling pubmed-84568452021-09-27 Halogen Bonding Tetraphenylethene Anion Receptors: Anion‐Induced Emissive Aggregates and Photoswitchable Recognition Docker, Andrew Shang, Xiaobo Yuan, Daohe Kuhn, Heike Zhang, Zongyao Davis, Jason J. Beer, Paul D. Langton, Matthew J. Angew Chem Int Ed Engl Research Articles A series of tetraphenylethene (TPE) derivatives functionalized with highly potent electron‐deficient perfluoroaryl iodo‐triazole halogen bond (XB) donors for anion recognition are reported. (1)H NMR titration experiments, fluorescence spectroscopy, dynamic light scattering measurements, TEM imaging and X‐ray crystal structure analysis reveal that the tetra‐substituted halogen bonding receptor forms luminescent nanoscale aggregates, the formation of which is driven by XB‐mediated anion coordination. This anion‐coordination‐induced aggregation effect serves as a powerful sensory mechanism, capable of luminescence chloride sensing at parts per billion concentration. Furthermore, the doubly substituted geometric isomers act as unprecedented photoswitchable XB donor anion receptors, where the composition of the photostationary state can be modulated by the presence of a coordinating halide anion. John Wiley and Sons Inc. 2021-07-24 2021-08-23 /pmc/articles/PMC8456845/ /pubmed/34185375 http://dx.doi.org/10.1002/anie.202107748 Text en © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Articles
Docker, Andrew
Shang, Xiaobo
Yuan, Daohe
Kuhn, Heike
Zhang, Zongyao
Davis, Jason J.
Beer, Paul D.
Langton, Matthew J.
Halogen Bonding Tetraphenylethene Anion Receptors: Anion‐Induced Emissive Aggregates and Photoswitchable Recognition
title Halogen Bonding Tetraphenylethene Anion Receptors: Anion‐Induced Emissive Aggregates and Photoswitchable Recognition
title_full Halogen Bonding Tetraphenylethene Anion Receptors: Anion‐Induced Emissive Aggregates and Photoswitchable Recognition
title_fullStr Halogen Bonding Tetraphenylethene Anion Receptors: Anion‐Induced Emissive Aggregates and Photoswitchable Recognition
title_full_unstemmed Halogen Bonding Tetraphenylethene Anion Receptors: Anion‐Induced Emissive Aggregates and Photoswitchable Recognition
title_short Halogen Bonding Tetraphenylethene Anion Receptors: Anion‐Induced Emissive Aggregates and Photoswitchable Recognition
title_sort halogen bonding tetraphenylethene anion receptors: anion‐induced emissive aggregates and photoswitchable recognition
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8456845/
https://www.ncbi.nlm.nih.gov/pubmed/34185375
http://dx.doi.org/10.1002/anie.202107748
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