1378416-19-3Relevant articles and documents
D-A-D type dinitriles with vapor-dependent luminescence in the solid state
Furuyama, Taniyuki,Shinozaki, Junichi,Tasso, Thiago Teixeira,Maeda, Hajime,Segi, Masahito,Kobayashi, Nagao
, p. 4243 - 4247 (2017)
D-A-D (Donor-Acceptor-Donor) type dinitriles linked by a styryl or phenylethynyl group have been prepared. These groups were introduced to increase the flexibility and the size of the π-conjugation in the chromophores. Both compounds showed strong emission in the solid state, AIE (aggregation-induced emission) behavior, and mechanochromism. The fluorescence color of ground powder changed by organic solvent vapor (vapochromism). Especially, the emission color of the styryl dinitrile after exposures depends on the solvent, while that of the phenylethynyl dinitrile is the same after exposure to different solvents. These results were explained by single crystal and powder XRD measurements, which revealed that the flexible styryl linker leads to a loose crystal packing, resulting in a dinitrile with multi-state microcrystalline structures. This methodology based on the flexible linker allows for the detection of small organic molecules without transition metals.
Halogen Bonding Tetraphenylethene Anion Receptors: Anion-Induced Emissive Aggregates and Photoswitchable Recognition
Beer, Paul D.,Davis, Jason J.,Docker, Andrew,Kuhn, Heike,Langton, Matthew J.,Shang, Xiaobo,Yuan, Daohe,Zhang, Zongyao
supporting information, p. 19442 - 19450 (2021/07/31)
A series of tetraphenylethene (TPE) derivatives functionalized with highly potent electron-deficient perfluoroaryl iodo-triazole halogen bond (XB) donors for anion recognition are reported. 1H 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.
Intracellular Ruthenium-Promoted (2+2+2) Cycloadditions
Miguel-ávila, Joan,Tomás-Gamasa, María,Mascare?as, José L.
supporting information, p. 17628 - 17633 (2020/08/14)
Metal-mediated intracellular reactions are becoming invaluable tools in chemical and cell biology, and hold promise for strongly impacting the field of biomedicine. Most of the reactions reported so far involve either uncaging or redox processes. Demonstrated here for the first time is the viability of performing multicomponent alkyne cycloaromatizations inside live mammalian cells using ruthenium catalysts. Both fully intramolecular and intermolecular cycloadditions of diynes with alkynes are feasible, the latter providing an intracellular synthesis of appealing anthraquinones. The power of the approach is further demonstrated by generating anthraquinone AIEgens (AIE=aggregation induced emission) that otherwise do not go inside cells, and by modifying the intracellular distribution of the products by simply varying the type of ruthenium complex.
