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Issue 96, 2014
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Isobenzotriazolophanes: a new class of fluorescent cyclophanes as sensors for aromatic nitro explosives – picric acid

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Abstract

A new class of novel conjugated and highly fluorescent isobenzotriazolophanes containing electron-rich N-heterocyclic moieties, such as pyrrole, indole and carbazole, were synthesized for the first time through McMurry coupling. The carbazole-based isobenzotriazolophane with a quantum yield of 0.38 showed a positive response to the quenching of electron-deficient aromatic nitro compounds, such as picric acid (PA), selectively at micromolar concentration. The Stern–Volmer quenching constant is 8.82 × 102 M−1 and the limit of detection (LOD) of PA was found to be 19 ppm.

Graphical abstract: Isobenzotriazolophanes: a new class of fluorescent cyclophanes as sensors for aromatic nitro explosives – picric acid

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Supplementary files

Article information


Submitted
27 Jun 2014
Accepted
18 Sep 2014
First published
18 Sep 2014

RSC Adv., 2014,4, 53484-53489
Article type
Communication

Isobenzotriazolophanes: a new class of fluorescent cyclophanes as sensors for aromatic nitro explosives – picric acid

N. Venkatesan, V. Singh, P. Rajakumar and A. K. Mishra, RSC Adv., 2014, 4, 53484
DOI: 10.1039/C4RA06320A

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