Synthesis, spectroscopic and spectrophotometric study of BODIPY appended crown ether sensor for ion detection

Şahin, Duygu; Yılmaz, Halil; Hayvalı, Zeliha

doi:10.1007/s11164-016-2466-2

Cited by 16 publications

(9 citation statements)

References 38 publications

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“…In Fig. 8, the calculated results for the Gibbs free energy are compared with those calculated according to eqn (4). The determined values for the change of Gibbs free energy are negative in all cases, which indicates a voluntary complex formation.…”

Section: Gibbs Free Energy Of Cation Complexation In B15c5 and Poly15c5mentioning

confidence: 93%

“…Table 2 summarizes the calculated values for the change of enthalpy and entropy of all four formed complexes. In addition, the change of Gibbs free energy calculated according to eqn (4) and (5) …”

Section: Gibbs Free Energy Of Cation Complexation In B15c5 and Poly15c5mentioning

confidence: 99%

“…3 In combination with chromophores, an application of crown ethers as optical sensors is also possible. [4][5][6] In addition, crown ethers are able to act as phase transfer catalyst and extract metal cations from aqueous solution into organic phases. The extraction can be monitored by UV/Vis spectroscopy 7,8 and enables thermodynamic analysis if suitable counterions are used.…”

Section: Introductionmentioning

confidence: 99%

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Thermodynamic analysis of alkali metal complex formation of polymer-bonded crown ether

Bey

Dreyer

Abetz

2017

Phys. Chem. Chem. Phys.

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The complex formation of two crown ethers with colored alkali metal salts was investigated by UV/Vis spectroscopy. Complexation was accomplished with free benzo-15-crown-5 (B15C5) and 15-crown-5 bonded to a diblock copolymer (Poly15C5). The diblock copolymer was synthesized by two controlled polymerization techniques and copper(I)-catalyzed azide-alkyne cycloaddition. Depending on the inserted cation, 1 : 1-or 1 : 2-complexes are formed. A significant difference of the stability constants was determined by concentration dependence solvent extraction with sodium or potassium salt. For Poly15C5 the stability constants increase for both salts compared to the stability constants of B15C5, which suggests a more effective complexation. Evaluation of the thermodynamics (DH, DS, DG) of cation complexation was achieved by temperature dependence phase extraction on the basis of established thermodynamic equations. Remarkably, in all cases the entropic gain seems to be the major propulsion facilitating the complexation between alkali metal salts and crown ethers. Indeed, by using Poly15C5 a more pronounced dependency of enthalpy and entropy on the complex formation is calculated.

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Section: Gibbs Free Energy Of Cation Complexation In B15c5 and Poly15c5mentioning

confidence: 93%

Section: Gibbs Free Energy Of Cation Complexation In B15c5 and Poly15c5mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Thermodynamic analysis of alkali metal complex formation of polymer-bonded crown ether

Bey

Dreyer

Abetz

2017

Phys. Chem. Chem. Phys.

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“…The ligand (L) fluorescent spectrum showed that the addition of Fe 3+ and Cu 2+ quenched the fluorescence (Fig. 3) [34]. Meanwhile, the weak fluorescence emission was recorded with the addition of Cr 3+ cation.…”

Section: Optical Characteristicsmentioning

confidence: 94%

A polydentate ligand based on 2,2’-dipyridylamine unit linked benzo-15-crown-5; alkali and transition metal complexes; photoresponsive ligand; antimicrobial evaluation against pathogenic microorganisms

2021

Self Cite

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New double-armed benzo-15-crown-5 compound (L) was successfully synthesized from 4',5'-bis(bromethyl)benzo-15crown-5 with 2,2'-dipyridylamine. The synthesized host molecule (L), the dipyridylamine unit was able to coordinate Ni 2+ , Cu 2+ and Ag + metal cations, whereas the crown ether moiety bound with the alkali metal cations (Na + and K + ). The structures of the ligand (L), alkali metal complexes (NaL and KL 2 ) and transition metal complexes ([NiLOAc], [CuLOAc] and [AgLNO 3 ]) were characterized by spectroscopic methods. NMR and mass data provided exact evidence of complex formation through both coordination centers of the new ligand (L). Both parts (dipyridyl and crown ether) were linked to form a potential fluorescent-sensing compound (L) for metal cations. Therefore, to investigate the metal selectivity, different metal cations

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“…In recent years, many highly selective and sensitive fluorescent probes for metal ions have been reported [4][5][6][7][8][9][10]. Among these metal ions, nickel(II) ion is an essential micronutrient for animals and plants.…”

Section: Introductionmentioning

confidence: 99%

A highly selective chemosensor for nickel(II) based on fluorescence quenching of a bispyrazole derivative

Yan

et al. 2016

Res Chem Intermed

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A novel bispyrazole, 2,6-bis(5-phenyl-1H-pyrazol-3-yl)-pyridine, was designed and synthesized. The bispyrazole showed extreme selectivity for Ni 2? over other metal ions such as ? in MeOH-H 2 O solution. The sensing sensitivity and binding properties of the bispyrazole for nickel(II) ion were investigated by fluorescent spectroscopic techniques. It was found that the bispyrazole possessed high selectivity and sensitivity toward Ni 2? over other metal ions. The binding stoichiometry was confirmed as 1:1 (bispyrazole/Ni 2? ) by Job plot experiment and the linearity of the Benesi-Hildebrand plot. The binding constants K and thermodynamic parameters (DH, DG, and DS) at different temperatures were obtained. Meanwhile, the detection limit of the bispyrazole for Ni 2? was determined to be 3.25 9 10 -7 mol L -1 .

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Synthesis, spectroscopic and spectrophotometric study of BODIPY appended crown ether sensor for ion detection

Cited by 16 publications

References 38 publications

Thermodynamic analysis of alkali metal complex formation of polymer-bonded crown ether

Thermodynamic analysis of alkali metal complex formation of polymer-bonded crown ether

A polydentate ligand based on 2,2’-dipyridylamine unit linked benzo-15-crown-5; alkali and transition metal complexes; photoresponsive ligand; antimicrobial evaluation against pathogenic microorganisms

A highly selective chemosensor for nickel(II) based on fluorescence quenching of a bispyrazole derivative

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