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

Andrew DockerDepartment of Chemistry University of Oxford Chemistry Research Laboratory Mansfield Road Oxford OX1 3TA UKXiaobo ShangDepartment of Chemistry University of Oxford Chemistry Research Laboratory Mansfield Road Oxford OX1 3TA UKDaohe YuanDepartment of Chemistry University of Oxford Chemistry Research Laboratory Mansfield Road Oxford OX1 3TA UKHeike KuhnDepartment of Chemistry University of Oxford Chemistry Research Laboratory Mansfield Road Oxford OX1 3TA UKZongyao ZhangDepartment of Chemistry University of Oxford Chemistry Research Laboratory Mansfield Road Oxford OX1 3TA UKJason J. DavisDepartment of Chemistry University of Oxford Chemistry Research Laboratory Mansfield Road Oxford OX1 3TA UKPaul D. BeerDepartment of Chemistry University of Oxford Chemistry Research Laboratory Mansfield Road Oxford OX1 3TA UKMatthew J. LangtonDepartment of Chemistry University of Oxford Chemistry Research Laboratory Mansfield Road Oxford OX1 3TA UK
2021en
ABI

Аннотация

Abstract 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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