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Axially chiral amino acid scaffolds as efficient fluorescent discriminators of methanol–ethanol

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Abstract

We report a unique fluorescence sensor based on an axially chiral unnatural triazolyl aromatic amino acid scaffold (ArTAA) for discrimination of methanol from ethanol via a switch on fluorescence response. All three sensors, the simple scaffold (ArTAA), and the mono- (PyAm-ArTAA) and bis-pyrenyl- (Py2Am-ArTAA) amides, show similar sensitivity and detection limit ranging from 0.5–2.1 v/v% of ethanol. The solid films of these sensors are also found to be effective in sensing ethanol vapour via generation of a distinct and enhanced fluorescence signal. All our experimental results suggest the role of axial chirality of the hairpin-shaped scaffold in differential solvation guided H-bonding interaction and discriminating between ethanol and methanol with a switch-on fluorescence response.

Graphical abstract: Axially chiral amino acid scaffolds as efficient fluorescent discriminators of methanol–ethanol

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Publication details

The article was received on 02 Jun 2017, accepted on 05 Oct 2017 and first published on 05 Oct 2017


Article type: Paper
DOI: 10.1039/C7NJ01945A
Citation: New J. Chem., 2017, Advance Article
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    Axially chiral amino acid scaffolds as efficient fluorescent discriminators of methanol–ethanol

    S. S. Bag and S. Jana, New J. Chem., 2017, Advance Article , DOI: 10.1039/C7NJ01945A

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