In a one-step reaction, we prepared a dibenzylamine perylene diimide derivative (PDI). Its double hook structure allows for self-association with a constant of K ∼10 M determined by fluorescence. We confirmed its ability to bind PAHs using UV/Vis, fluorescence, and H NMR titrations in CHCl .
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February 2020
In this work the interaction of halide anions and simple aromatic compounds with a bichromophoric fluorescent dyad derived from 1,8-naphthalimide (NAPIM) and 5-(dimethylamino)naphthalene-1-sulfonyl (DANS) was studied using electronic spectroscopy, H, and F NMR spectroscopy and quantum chemistry modeling (b3lyp/def2-TZVP). The NAPIM-DANS dyad interacts with electron-rich guests with binding constants in the range of 6×10 to 8×10M in CHCl. The formed complexes are stabilized through aryl C-H … anion and aryl C-H … π interactions.
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