Video Experimental Relacionado
Updated: Jan 13, 2026

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones
Published on: January 21, 2020
Macrociclos de azacarbohidrazona-oxa-triazol a base de carborano con emisión de doble estado como sondas para
Yuxiao Qin1, Jiayi Liu1, Caixia Lin1
1Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), Department of Chemistry, Fuzhou University, Fuzhou 350108, China.
Abstract:
A series of o-carborane-based aza-oxa-triazole macrocycles (No, D2, D4) were synthesized via Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC). Simply by substituting the azide diethanolamine precursor, two dansyl-modified macrocycles (D2 and D4) with dual-state emission (DSE) were readily obtained. The incorporation of the dansyl moiety significantly enhanced the luminescence, resulting in higher quantum yields and longer fluorescence lifetimes. Additionally, the macrocycles exhibit unique aggregation-induced emission (AIE) properties and macrocycles D2 and D4 simultaneously exhibit aggregation-induced quenching (ACQ) and AIE characteristics. Furthermore, these macrocycles function as selective fluorescent sensors for nitroaromatic compounds, particularly demonstrating excellent specificity and anti-interference ability toward 2,4,6-trinitrophenol (TNP) with a notable fluorescence quenching response. Macrocycle D2 achieved a remarkably low detection limit of 7 × 10-8 M for TNP in THF.
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