Issue 28, 2013

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

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

Supplementary files

Article information

Article type
Communication
Submitted
28 Des 2012
Accepted
20 Feb 2013
First published
21 Feb 2013

Chem. Commun., 2013,49, 2912-2914

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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