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Issue 8, 2011
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An efficient naphthalimide based fluorescent dyad (ANPI) for F and Hg2+ mimicking OR, XNOR and INHIBIT logic functions

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Abstract

A fluorescent bischromophoric dyad combining anthracene and naphthalic anhydride units has been synthesized and characterized. The dyad shows a FRET mediated emission signal at ∼535 nm when excited at λex. = 380/360 nm, with efficient energy transfer efficiency (ET = 93%) and quantum yield (Φ = 0.155). Upon interaction with F and Hg2+ ions selectively, a diminished (switched-Off) FRET signal is observed and the naked-eye sensitive color of the solution changed to dark red with enhanced emission corresponding to an anthracene moiety (switched-On). Job's plot analysis revealed a 1 : 1 stoichiometry between dyad and F/AcO and Hg2+ ions. The output fluorescence signals exhibited by dyad on chemical inputs of F, AcO and Hg2+ ions mimicked OR, XNOR and INHIBIT logic functions. A 1H NMR titration experiment suggested deprotonation of –NH proton and “Y-type or tweezer-like” H-bonding interaction in the presence of F and AcO, respectively, involving –NH, –CH[double bond, length as m-dash]N– and anthracene ring protons.

Graphical abstract: An efficient naphthalimide based fluorescent dyad (ANPI) for F− and Hg2+ mimicking OR, XNOR and INHIBIT logic functions

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Publication details

The article was received on 24 Jan 2011, accepted on 17 May 2011 and first published on 23 Jun 2011


Article type: Paper
DOI: 10.1039/C1NJ20058E
Citation: New J. Chem., 2011,35, 1690-1700
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    An efficient naphthalimide based fluorescent dyad (ANPI) for F and Hg2+ mimicking OR, XNOR and INHIBIT logic functions

    M. Shahid, P. Srivastava and A. Misra, New J. Chem., 2011, 35, 1690
    DOI: 10.1039/C1NJ20058E

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