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Issue 19, 2018
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A reusable cyanide sensor via activation of C–H group: trifluoromethylcarbinol-directed meta-C–H cyanomethylation of naphthalimide

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Abstract

A fluorescent and colorimetric anion sensor based on the activated C–H group has been developed, and its reusability and ability to selectively detect cyanides have been demonstrated. The system utilizes trifluoromethylcarbinol-directed C–H regioselective cyanomethylation for direct C–C bond formation between the fluorophore and acetonitrile. The present paper also describes a novel strategy for the enhancement of carbanion stability by a potential intramolecular C[double bond, length as m-dash]O⋯H–C hydrogen bonding system, thus providing a new way to develop activated CH-based anion receptors.

Graphical abstract: A reusable cyanide sensor via activation of C–H group: trifluoromethylcarbinol-directed meta-C–H cyanomethylation of naphthalimide

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Publication details

The article was received on 18 Apr 2018, accepted on 15 Aug 2018 and first published on 20 Aug 2018


Article type: Paper
DOI: 10.1039/C8AN00718G
Analyst, 2018,143, 4655-4661

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    A reusable cyanide sensor via activation of C–H group: trifluoromethylcarbinol-directed meta-C–H cyanomethylation of naphthalimide

    Y. Chen, X. Hu, C. Rao, Z. Li, L. Chen, C. Fu and C. Liu, Analyst, 2018, 143, 4655
    DOI: 10.1039/C8AN00718G

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