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Polyfunctional Lewis Acids: Intriguing Solid-State Structure and Selective Detection and Discrimination of Nitroaromatic Explosives

Swamy, Chinna Ayya P and Thilagar, Pakkirisamy (2015) Polyfunctional Lewis Acids: Intriguing Solid-State Structure and Selective Detection and Discrimination of Nitroaromatic Explosives. In: CHEMISTRY-A EUROPEAN JOURNAL, 21 (24). pp. 8874-8882.

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Official URL: http://dx.doi.org/10.1002/chem.201500727

Abstract

Synthesis and crystal structures of three porphyrin-based polyfunctional Lewis acids 1-3 are reported. Intermolecular HgClHgCl (linear and -type) interactions in the solid state of the peripherally ArHgCl-decorated compound 3 lead to a fascinating 3D supramolecular architecture. Compound3 shows a selective fluorescence quenching response to picric acid and discriminates other nitroaromatic-based explosives. For the first time, an electron-deficient polyfunctional Lewis acid is shown to be useful for the selective detection and discrimination of nitroaromatic explosives. The Stern-Volmer quenching constant and detection limits of compound3 for picric acid are the best among the reported small-molecular receptors for nitroaromatic explosives. The electronic structure, Lewis acidity, and selective sensing characteristics of 3 are well corroborated by DFT calculations.

Item Type: Journal Article
Publication: CHEMISTRY-A EUROPEAN JOURNAL
Publisher: WILEY-V C H VERLAG GMBH
Additional Information: Copy right for this article belongs to the WILEY-V C H VERLAG GMBH, BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY
Keywords: Lewis acids; mercury; porphyrinoids; sensors; supramolecular chemistry
Department/Centre: Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 26 Jun 2015 05:23
Last Modified: 26 Jun 2015 05:23
URI: http://eprints.iisc.ac.in/id/eprint/51761

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