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Updated: Nov 21, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Anthracene-based fluorescent probe: Synthesis, characterization, aggregation-induced emission, mechanochromism, and
Kumaraguru Duraimurugan1, Muniyasamy Harikrishnan2, Jagannathan Madhavan1
1Solar Energy Lab, Department of Chemistry, Thiruvalluvar University, Vellore, 632 115, India.
Abstract:
The sensitive and selective detection of nitroexplosive molecules thorough a simple methodology has received a significant field of research affecting global security and public safety. In the present study, the synthesis of anthracene-based chalcone (S1) was conducted using a simple condensation method. S1 was found to exhibit unique properties, such as aggregation-induced emission in solution and mechanochromic behavior in solid state. A fluorescent aggregate was applied to sense electron-deficient picric acid (PA) and 2,4-dinitrophenol (2,4-DNP) in an aqueous solution. Notably, the developed test strip-based sensor (S1) could be used to effectively detect PA and 2,4-DNP, which were visualized by the naked eye. Photophysical analysis revealed the occurrence of an electron transfer from electron-rich S1 to the electron-deficient nitro compounds, which was confirmed using density functional theory and 1H-nuclear magnetic resonance studies. In addition, the observed results confirmed the simple synthesis of S1 as a promising material for the development of test strip-based sensor devices for the detection of toxic and explosive aromatic nitro molecules.
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