2006
DOI: 10.1002/anie.200600248
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A Near‐Infrared‐Fluorescent Chemodosimeter for Mercuric Ion Based on an Expanded Porphyrin

Abstract: Running rings around mercuric ions: A [26]hexaphyrin(1.1.1.1.1.0), comprising an α,α′‐bipyrrole unit and four pyrrolic and five pentafluorophenyl rings, was prepared and characterized by X‐ray crystallography (see picture; N blue, F green, C black). The expanded porphyrin displays near‐infrared luminescence above 900 nm and may serve as a highly sensitive and selective chemodosimeter for Hg2+ ions.

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Cited by 247 publications
(89 citation statements)
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“…A number of fluorescence-based probes and sensors for detection of Hg(II) have been reported. [2][3][4][5][6][7][8][9][10] However, many fluorescent small-molecule-based Hg(II) sensors presented to date are quenched upon Hg(II) coordination, often rely on an irreversible Hg(II)-dependent chemical reaction to give fluorescence turn-on, and/or require organic solvent systems. Most of these sensors display drawbacks in terms of actual applicability such as the lack of water solubility, cross-sensitivity toward other metal ions, weak fluorescence enhancement factor, and short emission wavelengths.…”
Section: Introductionmentioning
confidence: 99%
“…A number of fluorescence-based probes and sensors for detection of Hg(II) have been reported. [2][3][4][5][6][7][8][9][10] However, many fluorescent small-molecule-based Hg(II) sensors presented to date are quenched upon Hg(II) coordination, often rely on an irreversible Hg(II)-dependent chemical reaction to give fluorescence turn-on, and/or require organic solvent systems. Most of these sensors display drawbacks in terms of actual applicability such as the lack of water solubility, cross-sensitivity toward other metal ions, weak fluorescence enhancement factor, and short emission wavelengths.…”
Section: Introductionmentioning
confidence: 99%
“…Therefore, determination of trace amounts of mercury in environmental samples is of great interest due to increasing public concern about environmental pollution and their high toxicity and accumulative and persistent character in the environment and living organisms. In recent years, several fluorescent sensors have been developed for the determination of Hg 2+ [15][16][17]. Shamsipur et al [18] have prepared a Hg 2+ fluorescence sensor by incorporating 1-(dansylamidopropyl)-1-aza-4,10-dithia-7-oxacyclododecane as a neutral Hg 2+ -selective fluoroionophore in the plasticized PVC membrane containing potassium tetrakis(pchlorophenyl) borate as a liphophilic anionic additive.…”
Section: Introductionmentioning
confidence: 99%
“…Therefore, there is an ever-growing demand to detect mercury contaminants in drinking water, food, air, and soil. A variety of optical methods [5][6][7][8][9] have been developed for the detection of mercury, however, most fluorescent sensors for Hg 2+ ions are based on small organic molecules [10][11][12][13] that usually work in organic media. [14,15] Many of these small synthetic molecules lack water solubility, and although metal ions are relatively easy to chelate in organic solvents it is rather difficult to directly recognize them in aqueous solutions because of their strong hydration.…”
mentioning
confidence: 99%