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Elsevier, Dyes and Pigments, (102), p. 293-300

DOI: 10.1016/j.dyepig.2013.11.008

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Synthesis and evaluation of arylfuryl-bis(indolyl)methanes as selective chromogenic and fluorogenic ratiometric receptors for mercury ion in aqueous solution

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This paper is available in a repository.

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Abstract

A series of arylfuryl-bis(indolyl)methane derivatives were prepared in good yields by electrophilic substitution of indole with furyl aldehydes through a simple and mild hydrogensulfate-catalysed reaction and studied as chemosensors for transition metal cations by performing spectrophotometric and spectrofluorimetric titrations. Selective recognition of Hg2+ was achieved in organic aqueous mixture (CH3CN/H2O, 7:3) for the various receptors, with an easily detectable colour change from colourless to purple and also through a fluorescence quenching, making these compounds suitable for dual chromoand fluorogenic ratiometric sensing of Hg2+. The binding stoichiometry between the receptors and Hg2+ was found to be 1:1. The binding process was also followed by 1H NMR titrations which corroborated the previous findings. ; Funda????o para a Ci??ncia e a Tecnologia (FCT)