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Updated: May 24, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Naphthalene peri-Diselenide-Based BODIPY Probe for the Detection of Hydrogen Peroxide, tert-Butylhydroperoxide,
Babli Chhillar1, Nikhil Sodhi1, Rajni Kadian1
1Department of Chemistry & Centre of Advanced Studies in Chemistry, Panjab University, Sector-14, Chandigarh 160014, India.
Abstract:
Dimethoxynaphthalene peri-diselenide-based BODIPY (4,4-difluoro-4-bora-3a,4a-diaza-s-indacene) probe has been synthesized. The probe demonstrated selectivity and sensitivity for hydrogen peroxide (H2O2) and tert-butylhydroperoxide (t-BuOOH), hydroxyl radical (•OH), and peroxynitrite ion (ONOO-) detection and reversibility upon treatment with glutathione. The limits of detection of the probe were observed to be 0.40 μM for H2O2, 0.41 μM for t-BuOOH, 0.95 μM for •OH, and 0.46 μM for ONOO-, respectively. A proposed mechanism for the "turn-on" event has been suggested and corroborated by spectroscopic and computational data. It has been proposed that electron transfer occurred from the Se center to the BODIPY moiety, followed by the photoinduced electron transfer (PET) mechanism.
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