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

作者：Chen, Yayun; Hu, Xiaoxue; Rao, Caihui; Li, Zheyao; Chen, Lu; Fu, Chao; Liu, Chuanxiang^*

来源：Analyst, 2018, 143(19): 4655-4661.

DOI：10.1039/c8an00718g

• TRANSITION-STATE STABILIZATION
• INTRAMOLECULAR CHARGE-TRANSFER
• SELECTIVE FLUORESCENT SENSOR
• ANION-BINDING MODES
• TURN-ON DETECTION
• RECOGNITION
• FLUORIDE
• CHEMOSENSOR
• DESIGN
• CHEMODOSIMETER

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?OH-C hydrogen bonding system, thus providing a new way to develop activated CH-based anion receptors.

• 出版日期2018-10-7
• 单位上海应用技术大学