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

Literature Information

Publication Date 2018-08-20
DOI 10.1039/C8AN00718G
Impact Factor 4.616
Authors

Yayun Chen, Xiaoxue Hu, Caihui Rao, Zheyao Li, Lu Chen, Chao Fu, Chuanxiang Liu


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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 CO⋯H–C hydrogen bonding system, thus providing a new way to develop activated CH-based anion receptors.

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