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Issue 17, 2019
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Facile synthesis of mixed O, S or Se bearing hexasubstituted benzenes and their potential as Cu(II) ion probe

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Abstract

The present study offers a facile route for the synthesis of unsymmetrical hexasubstituted benzenes bearing alternate heteroatoms (O, S and Se) with the formula [1,3,5-(RSeCH2)3-2,4,6-(R′ECH2)3C6] (E = O, S or Se). The synthetic protocol involves the use of an in situ generated tris(selenonium) ion followed by treatment with another nucleophile affording the targeted species in >70% yields. The unsymmetrical hexasubstituted derivatives were characterized on the basis of physicochemical and spectroscopic data and in a representative case with single crystal X-ray study. The current work assumes great significance as the potential of these species as “turn-off” chemical sensors for Cu2+, which is a biologically and environmentally crucial metal ion, was also successfully demonstrated by 5a which bears alternate oxygen and selenium centres.

Graphical abstract: Facile synthesis of mixed O, S or Se bearing hexasubstituted benzenes and their potential as Cu(ii) ion probe

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Publication details

The article was received on 31 Jan 2019, accepted on 26 Mar 2019 and first published on 27 Mar 2019


Article type: Paper
DOI: 10.1039/C9DT00465C
Citation: Dalton Trans., 2019,48, 5627-5636

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    Facile synthesis of mixed O, S or Se bearing hexasubstituted benzenes and their potential as Cu(II) ion probe

    A. Kumar, M. K. Yadav, J. Singh, J. D. Singh and R. J. Butcher, Dalton Trans., 2019, 48, 5627
    DOI: 10.1039/C9DT00465C

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