Anthrone-spirolactam and quinoline hybrid based sensor for selective fluorescent detection of Fe(3+)ions

TitleAnthrone-spirolactam and quinoline hybrid based sensor for selective fluorescent detection of Fe(3+)ions
Publication TypeJournal Article
Year of Publication2020
AuthorsDarole, RS, Leslee, DBritto Chr, Mukherjee, A, Gonnade, RG, Karuppannan, S, Senthilkumar, B
Volume34
Issue10
Paginatione5867
Date PublishedOCT
Type of ArticleArticle
ISSN0268-2605
Keywordsanthrone-spirolactam-quinoline, Cell imaging, fluorescence, intramolecular charge transfer, iron
Abstract

The synthesis of a novel, and highly selective Fe(3+)ion sensor based on anthrone-spirolactam and its quinoline hybrid ligand is reported. The designed ligand displayed selective detection of Fe(3+)ions with enhanced fluorescence emission. The complexation of Fe(3+)ion led to a red shift of 32 nm from 420 nm to 452 nm, and a several fold increase in intensity with fluorescent green emission. The complexation (detection) of Fe(3+)ions with ligand resulted in chelation enhanced fluorescence and intramolecular charge transfer through the inhibition of C=N isomerization. This hybrid sensor shows high sensitivity and selectivity, spontaneous response, and works on a wide pH range a minimum detection limit of 6.83 x 10(-8)M. Importantly, the sensor works through the fluorescence turn-on mechanism that overcomes the paramagnetic effect of Fe(3+)ions. The binding mechanism between the ligand and the Fe(3+)ions was established from the Job's plot method, optical studies, Fourier transfor infrared spectroscopy, NMR titration, fluorescence life-time studies, and density functional theory optimization. The sensor displayed excellent results in the quantification of Fe(3+)ions from real water samples. Furthermore, due to its biocompatibility nature, fluorescent spotting of Fe(3+)ions in live cells revealed its bioimaging applications.

DOI10.1002/aoc.5867, Early Access Date = JUL 2020
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.140

Divison category: 
Center for Material Characterization (CMC)
Organic Chemistry
Physical and Materials Chemistry

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