Issue 28, 2013
From the journal:

Chemical Communications

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

Shymaprosad Goswami,*a   Abhishek Manna,a   Sima Paul,a   Avijit K. Das,a   Krishnendu Aicha  and  Prasanta K. Nandia  

* Corresponding authors

a Bengal Engineering and Science University, Shibpur, Howrah 711103, India
E-mail: spgoswamical@yahoo.com
Fax: +91-3326682916

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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Article information

DOI
https://doi.org/10.1039/C3CC39256B
Article type
Communication
Submitted
28 12 2012
Accepted
20 2 2013
First published
21 2 2013

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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