A simple turn-on Schiff base fluorescence sensor for aluminum ion

Zhu, Jingjing; Zhang, Yuhuan; Wang, Lun; Sun, Tongming; Wang, Miao; Wang, Yipu; Ma, Danyang; Yang, Qingqing

doi:10.1016/j.tetlet.2016.06.112

Cited by 55 publications

(18 citation statements)

References 39 publications

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“…As the 2,6-dihydroxynaphthalene-1,5-dialdehyde reacts with aniline to form the -CH=N bond, this functional group bridges the naphthalene and benzene ring leading to the probes conjugated structure. When probe molecules are excited by light, an electron flow from the naphthalene ring to the imine group can easily occur; on the other hand, in the THF/H 2 O solution, there exist a fast structure convert from enol form to keto form in the molecule [ 32 ], the intramolecular hydrogen bonds limit the nonradiative transition; thus, the probe L in the dissolved state emits orange light [ 33 , 34 , 35 ]. According to the 1 H-NMR spectroscopic titration experiments, the probe coordinates with Cu 2+ via the N atom of imine and the O atom of -OH to form a stable complex.…”

Section: Resultsmentioning

confidence: 99%

A Simple Turn-off Schiff Base Fluorescent Sensor for Copper (II) Ion and Its Application in Water Analysis

et al. 2021

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An aniline-functionalized naphthalene dialdehyde Schiff base fluorescent probe L with aggregation-induced enhanced emission (AIEE) characteristics was synthesized via a simple one-step condensation reaction and exhibited excellent sensitivity and selectivity towards copper(II) ions in aqueous media with a fluorescence “ turn-off ” phenomenon. The detection limit of the probe is 1.64 × 10−8 mol·L−1. Furthermore, according to the results of the UV-vis/fluorescence titrations, Job’s plot method and 1H-NMR titrations, a 1:2 stoichiometry was identified. The binding constant between L and Cu2+ was calculated to be Ka = 1.222 × 103. In addition, the AIEE fluorescent probe L could be applied to detection in real water samples with satisfactory recoveries in the range 99.10–102.90% in lake water and 98.49–102.37% in tap water.

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Section: Resultsmentioning

confidence: 99%

A Simple Turn-off Schiff Base Fluorescent Sensor for Copper (II) Ion and Its Application in Water Analysis

et al. 2021

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“…2,3-dihydroxybenzaldehyde, 3,4-dihydroxybenzaldehyde, ortho, meta and para aminophenol and all metal salts were of analytical grade and purchased from Sigma-Aldrich or Merck and was further used without any purification. 1 H NMR spectra was recorded on Agilent Premium Compact spectrometer operating at 600 MHz. Chemical shifts were reported as δ values (ppm).…”

Section: Generalmentioning

confidence: 99%

“…Aluminum is one of the most abundant metal elements in the Earth's crust and has an important place in our live. 1 Due to different reasons such as both ecological system and human activities, high quantities of aluminum are found in the environment. 2 The presence of excess amount of aluminum in nature life affects the living beings.…”

Section: Introductionmentioning

confidence: 99%

“…The synthetic route of Schiff base compounds (SK-1, SK-2, SK-3, MK-2, MK-3, and MK-4) Dark red solid with 70% yields, FT-IR (ATR cm -1 ): 1623 (C=N stretching) 1. H NMR (600 MHz DMSO): δ 14.18 (bs, 1H, OH) 9.87 (bs, 1H, OH), 9.03 (bs, 1H, OH), 8.89 (s, 1H, CH=N), 7.35 (d, J= 8.4 Hz, 1H, Ar-H), 7.13 (m, 1H, Ar-H), 7.03 (m, 1H, Ar-H), 6.92 (m, 1H, Ar-H), 6.85 (m, 1H, Ar-H), 6.74 (m, 1H, Ar-H), 6.65 (s, 1H, Ar-H).…”

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A Simple and Highly Sensitive Turn-on Schiff Base Type Naked-eye Fluorescent Sensor for Aluminum Ion in Living Cells

Keskin

Bayrakcı

2019

ACSi

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Six different Schiff bases to be used as turn-on fluorescent probes based on photoinduced electron transfer (PET) mechanism for the recognition of aluminum ions were successfully synthesized and characterized. The binding abilities of synthesized compounds with different metal cations were investigated by absorption and emission spectra. From the spectrophotometric experiments, it were seen that compound SK-1 displayed an excellent fluorescence response towards targeted aluminum ions probably due to its suitable chelating structure. Furthermore, such compound SK-1 also showed high sensitivity and selectivity response towards aluminum ions over other competing ions. In addition, the potential biological applications of SK-1 to detect aluminum ions in living cells were also investigated and results showed that fluorescence sensor SK-1 could be a promising probe for determining and/or monitoring aluminum ions in both biological and/or chemical samples.

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“…oxidation, reduction etc. [15,16], as corrosion inhibitor [17,18] and as sensors [19,20]. Chemistry of tetradentate ligands is of great interest nowadays because of their biological activities e.g.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, DFT of novel, symmetrical, N/O-donor tetradentate Schiff’s base, its Co(II), Ni(II), Cu(II), Zn(II) complexes and their in-vitro human pathogenic antibacterial activity

Chand

Tyagi

et al. 2018

Egypt. J. Chem.

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A NOVEL tetradentate Schiff's base ligand Bis(furfural)-1,8-naphthalenediimine (L) was synthesized and characterized by physical, analytical and spectral data. Complexes of Co(II), Ni(II), Cu(II) and Zn(II) of general composition MLX 2 [L = C 20 H 14 N 2 O 2 and X = Cl-, NO 3 and OAc-] have been synthesized in 1:1 molar ratio of metal to ligand. The elemental analysis, molar conductance measurements, magnetic susceptibility measurements, Mass, IR, UV-Visible, NMR and EPR spectral studies of the compounds led to the conclusion that the ligand acts in a tetradentate manner in Co(II), Ni(II) and Cu(II) complexes, while in bidentate fashion in Zn(II) complex. Octahedral geometry was assigned to Co(II) and Ni(II) complexes, Tetragonal geometry for Cu(II) complexes and tetrahedral geometry for Zn(II) complexes of the Schiff's base ligand. The thermal studies suggested that the complexes are more stable as compared to ligand and absence of coordinated water molecules in metal complexes. The geometries of Schiff's base and metal complexes were optimized with respect to the energy taking the 6-31+g(d,p) basis set in Gaussian 09W programme in gaseous phase. The antibacterial studies of the compounds were examined against the human pathogenic, Gram negative bacteria i.e. Escherichia coli, Yersinia enterocolitica, Klebsiella pneumoniae, and Salmonella typhi and Gram positive bacteria i.e. Listeria monocytogenes and Enterococcus faecalis.

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A simple turn-on Schiff base fluorescence sensor for aluminum ion

Cited by 55 publications

References 39 publications

A Simple Turn-off Schiff Base Fluorescent Sensor for Copper (II) Ion and Its Application in Water Analysis

A Simple Turn-off Schiff Base Fluorescent Sensor for Copper (II) Ion and Its Application in Water Analysis

A Simple and Highly Sensitive Turn-on Schiff Base Type Naked-eye Fluorescent Sensor for Aluminum Ion in Living Cells

Synthesis, Characterization, DFT of novel, symmetrical, N/O-donor tetradentate Schiff’s base, its Co(II), Ni(II), Cu(II), Zn(II) complexes and their in-vitro human pathogenic antibacterial activity

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