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Issue 28, 2013
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Resonance-assisted hydrogen bonding induced nucleophilic addition to hamper ESIPT: ratiometric detection of cyanide in aqueous media

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Abstract

For ratiometric “naked eye” detection of CN, an ESIPT exhibiting benzothiazole receptor (BHI) is designed having one aldehyde group ortho and the other aldehyde para to the OH group respectively. Due to RAHBs, the ortho aldehyde group is highly reactive undergoing nucleophilic cyanide addition selectively, which hampered ESIPT. This is also supported by DFT and TD-DFT calculations.

Graphical abstract: Resonance-assisted hydrogen bonding induced nucleophilic addition to hamper ESIPT: ratiometric detection of cyanide in aqueous media

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Publication details

The article was received on 28 Dec 2012, accepted on 20 Feb 2013 and first published on 21 Feb 2013


Article type: Communication
DOI: 10.1039/C3CC39256B
Citation: Chem. Commun., 2013,49, 2912-2914

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    Resonance-assisted hydrogen bonding induced nucleophilic addition to hamper ESIPT: ratiometric detection of cyanide in aqueous media

    S. Goswami, A. Manna, S. Paul, A. K. Das, K. Aich and P. K. Nandi, Chem. Commun., 2013, 49, 2912
    DOI: 10.1039/C3CC39256B

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