2008
DOI: 10.1002/ejoc.200800077
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A Fluorescence‐Enhanced Chemodosimeter for Fe3+ Based on Hydrolysis of Bis(coumarinyl) Schiff Base

Abstract: Bis(coumarinyl) Schiff base 1 was designed and synthesized as a fluorescence turn‐on chemodosimeter for Fe3+. The chemodosimeter was readily synthesized in four steps from 2,4‐dihydroxybenzaldehyde. The addition of Fe3+ to chemodosimeter 1 induced about a 140‐fold enhancement influorescence. Furthermore, chemodosimeter 1 was also highly selective to Fe3+ over other metal ions, and most of the related metals ions exhibited negligible detection interference.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim… Show more

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Cited by 84 publications
(43 citation statements)
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“…[13] Therefore, for a design of a highly selective probe for hypochlorite, we turned our attention to select a specific reaction promoted by hypochlorite. In organic synthesis, aldehyde groups can be protected as oximes, [14] which are rapidly deprotected by hypochlorite under mild conditions (i.e., at ambient temperature) (Scheme 1).…”
Section: à5mentioning
confidence: 99%
“…[13] Therefore, for a design of a highly selective probe for hypochlorite, we turned our attention to select a specific reaction promoted by hypochlorite. In organic synthesis, aldehyde groups can be protected as oximes, [14] which are rapidly deprotected by hypochlorite under mild conditions (i.e., at ambient temperature) (Scheme 1).…”
Section: à5mentioning
confidence: 99%
“…Therefore, it is of great interest to detect trace amounts of Fe 3+ ions. Although some Fe 3+ fluorescent sensors have been reported, most of them exhibited a response to Fe 3+ with changes only in fluorescent intensity [6][7][8][9][10][11][12][13][14][15][16][17]. A major limitation of intensity-based sensors is that variations in sample and probe environment are problematic for utilization in quantitative measurements [18,19].…”
Section: Introductionmentioning
confidence: 99%
“…Synthesis of 7-(diethylamino)-3-formyl-coumarin 12 4-(Diethylamino)-2-hydroxybenzaldehyde (1.33 g, 6.9 mmol), diethyl malonate (1.65 g, 10.35 mmol), piperidine (1.77 g, 20.8 mmol) and two drops of acetic acid were dissolved in 100 mL ethanol. The mixture was refluxed under N 2 for 12 h, then, the solvent was distilled and the crude product was purified by column chromatography, ethyl acetate:dichloromethane (EtOAc:CH 2 Cl 2 = 1:4, v/v) on silica gel to obtain 7-(diethylamino)-3-formyl-coumarin as a yellow oil (2.18 g, yield 75%).…”
Section: Methodsmentioning
confidence: 99%