Colorimetric Fluoride‐Anion Sensor Based on Intramolecular Hydrogen Bonding and Enol–Keto Tautomerization of a Phenothiazine Derivative | Zendy

Han Feng | Zendy; Zhao Jianzhang | Zendy

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Colorimetric Fluoride‐Anion Sensor Based on Intramolecular Hydrogen Bonding and Enol–Keto Tautomerization of a Phenothiazine Derivative

Author(s) -

Han Feng,

Zhao Jianzhang

Publication year - 2008

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.200890067

Subject(s) - chemistry , tautomer , enol , chromogenic , moiety , phenothiazine , intramolecular force , photochemistry , naked eye , fluoride , ion , hydrogen bond , halide , porphyrin , inorganic chemistry , medicinal chemistry , molecule , stereochemistry , organic chemistry , detection limit , medicine , chromatography , pharmacology , catalysis

A colorimetric sensor for fluoride ions based on a new sensing mechanism is reported. The colorimetric sensor contains an isomerizable enol–keto moiety as the recognition site and phenothiazine as chromogenic center. A color change visible to the naked eye is observed upon addition of fluoride ions to the solution of sensor 1 in aprotic solvents such as CHCl 3 and MeCN. The sensor shows no colorimetric response for other halide ions. Enol‐keto tautomerization is proposed to be responsible for the anion sensing of 1 , based on UV/VIS absorption, 1 H‐NMR, and single‐crystal structure analysis.

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