A new colorimetric and fluorescent ratiometric sensor for Hg2+ based on 4-pyren-1-yl-pyrimidine

Weng, Jian; Mei, Qunbo; Ling, Qidan; Fan, Quli; Huang, Wei

doi:10.1016/j.tet.2011.12.071

Cited by 80 publications

(29 citation statements)

References 58 publications

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“…Taking into account that 4‐halogenopyrimidines are not commercially available, 4‐arylpyrimidines are generally obtained by a condensation reaction to build the pyrimidine ring ,. Verbitskiy and co‐workers also developed a method based on a nucleophilic aromatic substitution of hydrogen to obtain 4‐thienylpyrimidines .…”

Section: Arylpyrimidinesmentioning

confidence: 99%

Photoluminescence Properties of Aryl‐, Arylvinyl‐, and Arylethynylpyrimidine Derivatives

2018

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The extraordinary richness of push-pull molecules that incorporate pyrimidine rings as electron-withdrawing moieties in their structure is illustrated in this review. Interest in these pextended systems has increased dramatically over the last two decades due to their fluorescence properties and potential applications in sensing and as luminescent materials. As many as 422 different molecules are presented in an effort to establish structure-property relationships, which are often difficult to elucidate.[a] Dr.

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Section: Arylpyrimidinesmentioning

confidence: 99%

Photoluminescence Properties of Aryl‐, Arylvinyl‐, and Arylethynylpyrimidine Derivatives

2018

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“…1) [32,33]. In addition, diphenyl-(4-pyrimidin-4-yl)-amine (I) was examined as a fluorescent ratiometric chemosensor for Hg 2+ [34]. Recently, we have obtained six donor-π-acceptor organic dyes (IIIa-c and IVa-c), bearing the pyrimidine anchoring group as potentially good photosensitizers for dye-sensitized solar cells [13].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Photophysical and Redox Properties of the D–π–A Type Pyrimidine Dyes Bearing the 9-Phenyl-9H-Carbazole Moiety

et al. 2015

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Novel donor-π-acceptor dyes bearing the pyrimidine unit as an electron-withdrawing group have been synthesized by using combination of two processes, based on the microwave-assisted Suzuki cross-coupling reaction and nucleophilic aromatic substitution of hydrogen. Spectral properties of the obtained dyes in six aprotic solvents of various polarities have been studied by ultraviolet-visible and fluorescence spectroscopy. In contrast to the absorption spectra, fluorescence emission spectra displayed a strong dependence from their solvent polarities. The nature of the observed long wavelength maxima has been elucidated by means of quantum chemical calculations. The electrochemical properties of these dyes have been investigated by using cyclic voltammetry, while their photovoltaic performance was evaluated by a device fabrication study. The experimental and calculation data show that all of the dyes can be regarded as potentially good photosensitizers for dye-sensitized solar cells.

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“…This species was readily identified using 1 H NMR spectroscopy with a ratio of 1 : 3 noted for the relative integrations of the acetyl singlet at δ 2.82 and the signals due to the aromatic protons in the range δ 7.57-8.57. Under the same conditions, acetylation of species 1, 2, 6 and 7 also proceeded smoothly to give products readily identifiable using 1 H NMR spectroscopy; acetophenone 25 1-Ac, 1-acetylnaphthalene 26 2-Ac-a, 2-acetylnaphthalene 27 2-Ac-b, 1-acetylpyrene 28 6-Ac and 2-acetyltriphenylene 29 7-Ac) indicating that, in all cases, mono-acylation had occurred, with only reaction of naphthalene 2 giving a mixture of regioisomers. Unfortunately, under these conditions, fluoranthene 5 underwent diacetylation and reaction of phenanthrene 3 and acenaphthene 4 gave mixtures in which no product could be readily identified using 1 H NMR spectroscopy.…”

Section: Resultsmentioning

confidence: 94%

Putting corannulene in its place. Reactivity studies comparing corannulene with other aromatic hydrocarbons

et al. 2015

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A series of aromatic hydrocarbons were investigated so as to compare the reactivity of corannulene with planar aromatic hydrocarbons. Corannulene was found to be more reactive than benzene, naphthalene and triphenylene to Friedel-Crafts acylation whilst electrophilic aromatic bromination was also used to confirm that triphenylene was less reactive than corannulene and that pyrene, perylene and acenaphthene were more so. The stabilisation of a neighbouring carbocation by the various aromatic systems was investigated through consideration of the rates of methanolysis of a series of benzylic alcohols. The reactivity series was found to parallel that observed for the electrophilic aromatic substitutions and both series are supported by computational studies. As such, a reactivity scale was devised that showed that corannulene was less reactive than would be expected for an aromatic planar species of similar pi electron count.

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A new colorimetric and fluorescent ratiometric sensor for Hg2+ based on 4-pyren-1-yl-pyrimidine

Cited by 80 publications

References 58 publications

Photoluminescence Properties of Aryl‐, Arylvinyl‐, and Arylethynylpyrimidine Derivatives

Photoluminescence Properties of Aryl‐, Arylvinyl‐, and Arylethynylpyrimidine Derivatives

Synthesis, Photophysical and Redox Properties of the D–π–A Type Pyrimidine Dyes Bearing the 9-Phenyl-9H-Carbazole Moiety

Putting corannulene in its place. Reactivity studies comparing corannulene with other aromatic hydrocarbons

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