The selective turn-on recognition of fluoride ions using 5-aryl-rhodanines: Colorimetric &amp; fluorescent detection

Hussein, Abdullah Saleh; Lafzi, Ferruh; Bayındır, Sinan; Toprak, Mahmut

doi:10.1016/j.jphotochem.2023.114574

Cited by 10 publications

(6 citation statements)

References 43 publications

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“…To navigate this complex landscape, we must understand the delicate balance between the benefits and risks. To safeguard health, meticulous monitoring of Hg 2+ at all concentrations (ppb, ppm, and μM) is vital, while WHO suggests a daily aluminum intake of 3–10 mg/kg and a 7.41 μM Al 3+ limit in drinking water. ,, In this context, organic-based sensor candidates are increasingly popular, and many researchers are designing organic-based probes . The key is to ensure that these organics are both practical, straightforward, and cost-effective, with their design being fully optimized .…”

Section: Introductionmentioning

confidence: 99%

“…12 , 29 , 30 In this context, organic-based sensor candidates are increasingly popular, and many researchers are designing organic-based probes. 31 The key is to ensure that these organics are both practical, straightforward, and cost-effective, with their design being fully optimized. 32 Within this framework, exploring the anion-sensing capabilities of organics containing acidic/basic or electrophilic/nucleophilic groups, along with hetero atoms facilitating robust hydrogen bonding, is of interest and remarkable area.…”

Section: Introductionmentioning

confidence: 99%

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Off-On–Off Cascade Recognition of Cyanide, Mercury, and Aluminum Using N/5-Monosubstituted Rhodanines

Bayindir,

Hussein

2024

ACS Omega

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This study aims to synthesize N-and 5-monosubstituted rhodanine derivatives as ion-sensing organics and investigate their sensing abilities. Following an easy and green approach to synthesis, the anion-sensing properties of the rhodanines were studied using colorimetric detection and spectroscopic methods. As a result of studies, rhodanines are found to be highly solventcontrolled colorimetric and fluorescent cyanide, mercury, and aluminum sensors. The stoichiometry of the interaction between CN − and both probes was determined to be 1:1 using Job's plot analysis. The binding constants (K s ) of CN − to 5-arylRh and N-arylRh were calculated to be 3.25 × 10 4 and 7.07 × 10 4 M −1 , respectively, demonstrating their high affinity for cyanide ions. The limits of detections for the 5-arylRh and N-arylRh were also determined as 356 and 617 nM, respectively. In addition to detecting CN − , 5-arylRh also serves as a specific turn-off sensor for mercury and aluminum when cyanide and hydroxide are present. This enables the fluorescence intensity to be toggled on/off by alternating the addition of CN − /OH − and Hg 2+ /Al 3+ . Furthermore, the LOD values for Hg 2+ and Al 3+ with 5-arylRh−CN − and 5-arylRh−OH − were determined to be 414 nM and 1.35 μM, respectively. Furthermore, the turn-on binding mechanisms of 5-arylRh and N-arylRh with cyanide ions were elucidated, and the experimental band gap (highest occupied molecular orbital/least unoccupied molecular orbital) energy values corroborated the proposed mechanism. Additionally, the interaction mechanism of the probes with CN − was further investigated by using the 1 H NMR technique. Collectively, these findings suggest that 5-arylRh, N-arylRh, and 5-arylRh−CN − hold promise as selective and sensitive candidate sensors for CN − , Hg 2+ , and Al 3+ ions.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Off-On–Off Cascade Recognition of Cyanide, Mercury, and Aluminum Using N/5-Monosubstituted Rhodanines

Bayindir,

Hussein

2024

ACS Omega

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“…16 Fluorescence techniques are advantageous due to their low cost, simple operation, compatibility with biological systems, and high sensitivity and selectivity. Some important recognition strategies using fluorescence techniques that have been reported in the literature are anion-π interactions, 17,18 Lewis acid-base interactions, [19][20][21] reversible hydrogen-bonding, 22,23 and irreversible anion-induced chemical reactions. 16,24,25 The very high affinity of fluorides towards silicon enables irreversible fluoride-induced chemical reactions owing to the formation of strong Si-F bonds.…”

Section: Introductionmentioning

confidence: 99%

A sensitive paper-based sensor for fluoride detection in water using Tb³⁺ photoluminescence

Chaturvedi,

Maitra

2024

Sens. Diagn.

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“…These methods offer a viable alternative to more expensive and complex techniques like voltammetry, plasma mass spectrometry, and atomic emission spectrometry. This growing interest highlights the importance of developing simple organic compounds that can selectively target specific metal ions within a mixture of contaminants. − Copper, for instance, is a naturally abundant metal crucial for various bodily functions. It works in conjunction with proteins to form enzymes that act as catalysts.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Phenol-Hydrazide-Appended Tetraphenylethenes as Novel On–Off–On Cascade Sensors of Copper and Glutathione

Bayindir,

Akar

2024

ACS Omega

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This study reports the synthesis of novel fluorescent probes, phenol-hydrazide-appended tetraphenylethenes (TPEs I and II), and explores their photochemical properties. The probes exhibit aggregation-induced emission (AIE) in increasing water content, as observed using fluorescence spectroscopy. Further investigation with UV−vis and fluorescence techniques revealed their potential as ion sensors. Both TPE I and TPE II act as "turnoff" sensors for Cu 2+ ions, showing decreased fluorescence intensity in their presence. Their limit of detection (LOD) and association constant (K a ) for Cu 2+ were found to be comparable at 747 nM/597 nM, and 2.46 × 10 5 M −1/2 /1.78 × 10 5 M −1/2 , respectively. Moreover, the quantum yields of TPE I and TPE II were also calculated and found to be 0.651 and 0.325, respectively. Interestingly, these probes also function as "turn-on" sensors for glutathione (GSH) in the presence of copper. This means their fluorescence can be reversibly switched off and on by alternating CuCl 2 and GSH additions. Moreover, the LOD values for GSH with TPE II−Cu 2+ were calculated to be 544 nM. In addition, the investigation also employed visual analysis to assess the color alterations of TPEs on filter paper and in real water samples. Overall, this research introduces promising new probes with potential applications in copper ion detection and biomolecule glutathione sensing in real water samples.

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The selective turn-on recognition of fluoride ions using 5-aryl-rhodanines: Colorimetric & fluorescent detection

Cited by 10 publications

References 43 publications

Off-On–Off Cascade Recognition of Cyanide, Mercury, and Aluminum Using N/5-Monosubstituted Rhodanines

Off-On–Off Cascade Recognition of Cyanide, Mercury, and Aluminum Using N/5-Monosubstituted Rhodanines

A sensitive paper-based sensor for fluoride detection in water using Tb³⁺ photoluminescence

Synthesis of Phenol-Hydrazide-Appended Tetraphenylethenes as Novel On–Off–On Cascade Sensors of Copper and Glutathione

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The selective turn-on recognition of fluoride ions using 5-aryl-rhodanines: Colorimetric & fluorescent detection

Cited by 10 publications

References 43 publications

Off-On–Off Cascade Recognition of Cyanide, Mercury, and Aluminum Using N/5-Monosubstituted Rhodanines

Off-On–Off Cascade Recognition of Cyanide, Mercury, and Aluminum Using N/5-Monosubstituted Rhodanines

A sensitive paper-based sensor for fluoride detection in water using Tb3+ photoluminescence

Synthesis of Phenol-Hydrazide-Appended Tetraphenylethenes as Novel On–Off–On Cascade Sensors of Copper and Glutathione

Contact Info

Product

Resources

About

A sensitive paper-based sensor for fluoride detection in water using Tb³⁺ photoluminescence