Two-dimensional correlation spectroscopic studies on coordination between organic ligands and Ni2+ ions

Bao, Yongping; Zeng, Yiwei; Guo, Ruyan; Ablikim, Mesude; Shi, Haifang; Yang, Limin; Yang, Zhuo; Xu, Yizhuang; Noda, Isao; Wu, Jinguang

doi:10.1016/j.saa.2017.12.030

Cited by 6 publications

(8 citation statements)

References 47 publications

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“…18 Nickel is also an essential trace element in biological systems (respiration, biosynthesis, and metabolism) but is an important environmental pollutant; however, a very few fluorescent probes for Ni 2+ ions have been reported due to their paramagnetic nature causing fluorescence quenching. 19 On the other hand, mercury is one of the more severe environmental pollutants that is very harmful to humans; specifically, methylmercury, yielded from the microbial biomethylation of Hg 2+ , is known to cause brain damage and other chronic diseases. 20 Therefore, research studies on rapid and sensitive analysis of the previously described metal ions are much needed.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Fluorescent 1,7-Dipyridyl-bis-pyrazolo[3,4-b:4′,3′-e]pyridines: Design of Reversible Chemosensors for Nanomolar Detection of Cu²⁺

2019

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An efficient access toward novel tridentate ligands based on 1,7-dipyridinyl-substituted bis-pyrazolo[3,4- b :4′,3′- e ]pyridines (BPs) and their usefulness as fluorescent probes for cation detection is reported. The synthesis proceeds by a three-step sequence starting from 2-chloropyridine ( 1 ), all reactions were performed using microwave radiation under solvent-free conditions, and an overall yield of up to 63% was obtained. Photophysical properties of three representative 1,7-dipyridinyl-BPs (PBPs, 6a – 6c ) substituted at position 4 with different donor (D) or acceptor (A) groups were investigated. Compounds exhibited large Stokes shift in different solvents and strong blue light emission in both solution and solid state, and quantum yields were as high as 88% for some of them; thus, a twisted intramolecular charge transfer (TICT) fluorescence mechanism characteristic of the 1,4,7-triaryl-BPs was confirmed. The 4-phenyl-substituted probe (Ph-PBP, 6b ) was used successfully in the detection of some metals (Cu 2+ , Co 2+ , Ni 2+ , and Hg 2+ ) by fluorescence quenching phenomena, which could be reversed in the presence of ethylenediamine. This probe showed a greater sensitivity toward Cu 2+ in concentrations as low as 26 nM, and in the process of “on–off–on” for this fluorescent molecular switch, only 1 equiv of the analyte was used.

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Section: Introductionmentioning

confidence: 99%

Synthesis of Fluorescent 1,7-Dipyridyl-bis-pyrazolo[3,4-b:4′,3′-e]pyridines: Design of Reversible Chemosensors for Nanomolar Detection of Cu²⁺

2019

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“…With all the above results about 3b in metal probe designing and based on reported metal cation chemosensors, ,− we finally describe the proposed sensing mechanism of 3b toward Hg 2+ . In this way, upon addition of Hg 2+ to dissolution of the bidentate ligand 3b , fluorescence quenching is observed as a result of the coordination 2 3b :Hg 2+ , which promotes a ligand-to-metal charge transfer (LMCT) process in the excited state.…”

Section: Results and Discussionmentioning

confidence: 82%

“…CT phenomena involving metal ions can induce changes in fluorescent emission by chelation-enhanced fluorescence (CHEF) or chelation-enhanced fluorescence quenching (CHEQ) upon the chelation of a metal ion to the sensor molecule. ,,, Accordingly, the synthesis and design of fluorescent probes for metals based on CT phenomena is an essential area of research due to their proved utility in selective recognition of biologically or environmentally relevant metal cations (i.e., Al 3+ , Mg 2+ , Cu 2+ , Ni 2+ , Pb 2+ , Hg 2+ , etc. ). ,− For example, mercury (Hg) is one of the more severe environmental pollutants and is extremely harmful to humans. The methyl mercury yielded from the microbial biomethylation of Hg 2+ is known to cause brain damage and other chronic diseases; , thus, research on rapid and sensitive analysis of mercury ions is very needed.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Photophysical Properties, and Metal-Ion Recognition Studies of Fluoroionophores Based on 1-(2-Pyridyl)-4-Styrylpyrazoles

2019

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A convenient access toward novel fluoroionophores based on 1-(2-pyridyl)-4-styrylpyrazoles (PSPs) substituted at position 3 with donor or acceptor aryl groups is reported. The synthesis proceeds in two steps: the first one via Wittig olefination of the appropriate 4-formylpyrazole and then Mizoroki–Heck coupling to yield the desired products in an overall yield of up to 69%. Photophysical properties of products (4-styryl) and their intermediates (4-vinyl) were explored, finding that they have strong blue-light emission with high quantum yields (up to 66%) due to ICT phenomena. The 3-phenyl PSP was studied as a turn-off fluorescent probe in metal ion sensing, finding a high selectivity to Hg2+ (LOD = 3.1 × 10–7 M) in a process that could be reversed with ethylenediamine. The sensing mechanism and binding mode of the ligand to Hg2+ were established by HRMS analysis and 1H NMR titration tests.

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“…In our recent work, 43 we used 2D asynchronous correlation spectroscopy to investigate the complexation between Ni 2+ and EDTA. We found the peak around 394 nm, which can be assigned to 3 A 2g → 3 T 1g (P) transition of Ni 2+ , can be used as an ideal probe in the study of the coordination behavior of Ni 2+ using 2D correlation spectroscopic method.…”

Section: Resultsmentioning

confidence: 99%

“…The pattern of cross peaks indicate that the peak position of Ni(H 2 O) 6 2+ is different from that of Ni(EDTA) X . 43 To improve the signal-to-noise level of the AOSD@Job’s curve, we select (369, 399), the strongest point in each 2D asynchronous spectrum, as the fixed point. Then, an AOSD@Job’s curve is acquired by plotting j Ψ(369, 399) as a function of j C 2 Ni2+ / j C 2 EDTA (Fig.…”

Section: Resultsmentioning

confidence: 99%

A Novel Approach Based on Two-Dimensional Correlation Spectroscopy to Determine the Stoichiometric Ratio of Two Substances Involved in Intermolecular Interactions

Zeng

Deng

et al. 2019

Appl Spectrosc

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A novel technique called AOSD@Job’s, combining asynchronous orthogonal sample design scheme (AOSD) with Job’s method, is proposed to estimate the stoichiometric ratio of two substances that form a supramolecular aggregate under intermolecular interactions. First, a mathematical analysis was performed along with the procedure of the AOSD@Job’s method. Then, the validity of the AOSD@Job’s method was manifested by computer simulation on two model systems. Finally, the AOSD@Job’s method was applied on two real chemical systems. The stoichiometric ratio between the coordination complex of Ni2+ and ethylenediaminetetraacetic acid disodium salt (EDTA) was estimated to be 1.0. Benzyl alcohol (BA) and β-cyclodextrin (β-CD) were determined to form a 1 : 1 host–guest complex. These values were consistent with the values reported in the literature. Compared with the traditional Job’s method, the AOSD@Job’s method has an evident advantage since it is still valid even if all the peaks of the supramolecular aggregate severely overlap with the peaks of the substances that form the aggregate.

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Two-dimensional correlation spectroscopic studies on coordination between organic ligands and Ni2+ ions

Cited by 6 publications

References 47 publications

Synthesis of Fluorescent 1,7-Dipyridyl-bis-pyrazolo[3,4-b:4′,3′-e]pyridines: Design of Reversible Chemosensors for Nanomolar Detection of Cu²⁺

Synthesis of Fluorescent 1,7-Dipyridyl-bis-pyrazolo[3,4-b:4′,3′-e]pyridines: Design of Reversible Chemosensors for Nanomolar Detection of Cu²⁺

Synthesis, Photophysical Properties, and Metal-Ion Recognition Studies of Fluoroionophores Based on 1-(2-Pyridyl)-4-Styrylpyrazoles

A Novel Approach Based on Two-Dimensional Correlation Spectroscopy to Determine the Stoichiometric Ratio of Two Substances Involved in Intermolecular Interactions

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Two-dimensional correlation spectroscopic studies on coordination between organic ligands and Ni2+ ions

Cited by 6 publications

References 47 publications

Synthesis of Fluorescent 1,7-Dipyridyl-bis-pyrazolo[3,4-b:4′,3′-e]pyridines: Design of Reversible Chemosensors for Nanomolar Detection of Cu2+

Synthesis of Fluorescent 1,7-Dipyridyl-bis-pyrazolo[3,4-b:4′,3′-e]pyridines: Design of Reversible Chemosensors for Nanomolar Detection of Cu2+

Synthesis, Photophysical Properties, and Metal-Ion Recognition Studies of Fluoroionophores Based on 1-(2-Pyridyl)-4-Styrylpyrazoles

A Novel Approach Based on Two-Dimensional Correlation Spectroscopy to Determine the Stoichiometric Ratio of Two Substances Involved in Intermolecular Interactions

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Product

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Synthesis of Fluorescent 1,7-Dipyridyl-bis-pyrazolo[3,4-b:4′,3′-e]pyridines: Design of Reversible Chemosensors for Nanomolar Detection of Cu²⁺

Synthesis of Fluorescent 1,7-Dipyridyl-bis-pyrazolo[3,4-b:4′,3′-e]pyridines: Design of Reversible Chemosensors for Nanomolar Detection of Cu²⁺