An acyclic, dansyl based colorimetric and fluorescent chemosensor for Hg(II) via twisted intramolecular charge transfer (TICT)

Tharmaraj, Vairaperumal; Pitchumani, Kasi

doi:10.1016/j.aca.2012.09.016

Cited by 71 publications

(34 citation statements)

References 26 publications

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“…Usually, a dansylamide or pyrenesulfonic acid group is intercalated into the sensor as the part of the fluorophore. 88 The new CT blue fluorescent probe 67 ( Figure 36) for selective detection of Hg 2+ in mixed aqueous media was designed by bridging a benzhydryl moiety and a dansyl fluorophore through a piperazine unit. A change in the optical signal as a result of Hg 2+ binding via sulfonamide groups is essential in Hg 2+ quantification.…”

Section: Sensors Bearing Sulfonamide Binding Sitesmentioning

confidence: 99%

Fluorescent and colorimetric sensors for environmental mercury detection

Chen

Guo

Zeng

et al. 2015

Analyst

300

134

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Exposure to mercury ions can damage the human brain, the nervous system, the endocrine system, and other biological systems. Much effort has therefore been made to develop real-time monitoring of mercury variations, and many mercury-ion sensors have been reported recently. In this review, mercury-ion sensors reported since 2008 are described and discussed. The sensors are classified as molecular, nanomaterial based, and others. Molecular sensors are based on chemical and hydrogen bond formation, and the other types are based on changes in the materials used.

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Section: Sensors Bearing Sulfonamide Binding Sitesmentioning

confidence: 99%

Fluorescent and colorimetric sensors for environmental mercury detection

Chen

Guo

Zeng

et al. 2015

Analyst

300

134

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“…One can cite the reports on the tridansyl (dansyl=5-dimethylamino-1-sulphonylnaphthalene) substituted triazacyclononane, [7] benzothiazole derivative bearing two additional pyridylmethyl arms, [8] TACN modified with pyrene fluorophore. [9] The tridansyl derivative was used as a fluorescent chemosensor for Ag(I) and Cu(II) cations, and the compounds bearing this fluorophore group attached to various ionophores were described for the detection of Hg(I), [10] Cu(II), [11] Pb(II), [12] Tl(I), Cs(I), [13] and Hg(I) [14] cations. No information can be found about the synthesis of bicyclic compounds comprising TACN unit and their application for detecting metal ions though cryptand-like structures are of special interest due to their special character of binding cations.…”

Section: Introductionmentioning

confidence: 99%

Pd(0)-Catalyzed Amination in the Synthesis of Bicyclic Compounds Comprising Triazacycloalkane and Fluorophore Moieties

Averin¹,

Chernichenko²,

Shevchuk³

et al. 2018

MHC

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Direct introduction of one dansyl fluorophore group into the molecule of 1,4,7-triazacyclononane (TACN) and 1,5,9-triazacyclododecane (TACD) was shown to be possible followed by the modification of triazacycles with two bromobenzyl substituents. The resulting compounds were used in the Pd(0)-catalyzed macrocyclization reaction with 1,13-diaza-4,7,10-trioxatridecane to provide corresponding cryptands. The synthesis of bicyclic derivatives of TACN bearing naphthyl and acridinyl fluorophore groups was accomplished via an alternative procedure using aminal-protected TACN. The possibility to form tetracyclic compounds starting from N,N',N"-tris(3-bromobenzyl) substituted TACN was demonstrated. Three cryptands bearing dansyl fluorophore were tested as potential fluorescent chemosensors for metal cations and were found to act as molecular fluorescent probes for Cu(II) and Al(III) by total emission quenching in the presence of these cations.

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“…An emission at λmax = 498 nm was observed for DnCl, originating from the state of charge transfer from the amine group of the dansyl to the naphthalene ring[18,27]. An enhanced fluorescence was observed for Fe3O4@SiO2-DnS, which is likely to be due to intermolecular charge transfer (ICT) from the electron donor dimethylamino group to the electron withdrawal sulfonamide group, -NH-SO2-(Scheme 2(a))[27,29]. A further increase in the fluorescence intensity was observed forFe3O4@SiO2-PEG-DnS, at the maximum of 509 nm.…”

mentioning

confidence: 99%

A novel recyclable magnetic nanostructure for highly sensitive, selective and reversible detection of zinc ions in aqueous solutions

Pourfallah

Lou

2016

Sensors and Actuators B: Chemical

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The synthesis and characterisation of a novel dansylated magnetic nanostructure, namely Fe3O4@SiO2-PEG-DnS, is reported here. Investigations of its fluorescent properties showed that the presence of the PEG moiety significantly enhanced the fluorescent intensity of the nanostructure when compared to both the free dansyl fluorophore and a nanostructure that contained no PEG spacer between the core and the attached dansyl group. The addition of zinc (Zn 2+) ions to the aqueous suspension of Fe3O4@SiO2-PEG-DnS led to a 12.5-fold decrease in intensity. The quenching was selective to only Zn 2+. No interference was observed by other examined metal cations, including cadmium (Cd 2+). A very low detection limit of 6.00 nM in relation to zinc ions was demonstrated. In addition, the newly developed magnetic nanostructured chemosensor was found to be highly stable, reusable and recoverable.

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An acyclic, dansyl based colorimetric and fluorescent chemosensor for Hg(II) via twisted intramolecular charge transfer (TICT)

Cited by 71 publications

References 26 publications

Fluorescent and colorimetric sensors for environmental mercury detection

Fluorescent and colorimetric sensors for environmental mercury detection

Pd(0)-Catalyzed Amination in the Synthesis of Bicyclic Compounds Comprising Triazacycloalkane and Fluorophore Moieties

A novel recyclable magnetic nanostructure for highly sensitive, selective and reversible detection of zinc ions in aqueous solutions

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