Multi-stimuli-responsive fluorescence of axially chiral 4-ene-β-Diketones
Dehua Wu a,1, Xinyi Fang b,c,1, Jintong Song a, Lang Qu a, Xiangge Zhou a, Haifeng Xiang a,*, Jun Wang b,**, Jin Liu c,***
Dyes and Pigments 184 (2021) 108851
A unique series of simple, smart, and chiral binaphthalene-substituted 4-ene-β-diketones molecules has been designed and prepared. Their optical properties, charge contribution, and transition process highly depend on their chemical structures. These π-conjugated materials are highly emissive in both solution and solid (emission quantum yield up to 68%), owing to the inhibition of enol-keto tautomerization and the effect of steric hindrance from binaphthalene. Through ethylenic bond hydrolysis, they can be used for not only cation/anion sensing but also chiral amino acids recognition. Moreover, at low concentrations, they have little cytotoxicity to living cells and can stain cytoplasm. Therefore, they afford a new platform in the design of multi-stimuli-responsive, smart, and chiral materials.
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