Merocyanine-based turn-on fluorescent probe for the sensitive and selective determination of thiophenols via a pKa shift mechanism

Zhang, Shengrui; Wang, Qin; Wu, Fang-Fang; Yang, Jiajun; Cheng, Tianyi; Yang, Xiao-Feng; Li, Zheng; Li, Hua

doi:10.1016/j.talanta.2020.120965

Cited by 9 publications

(2 citation statements)

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“…The surface silanols are essential in selectively catalyzing and controlling the reaction pathways to achieve the desired stable products, and the surface reaction is pH-dependent. , The imine functionality (p K a ≈ 5–7) possesses low basicity and can act as an electrophile due to the presence of a double bond (CN) in its moiety, which could react with resorcinol to yield I-ERSG. To be noted, I-ERSG contains two tautomers, that is, iminium and enaminium as evident from FTIR and NMR results.…”

Section: Resultsmentioning

confidence: 99%

Iminium–Enaminium-Functionalized Silica Nanostructures: An Efficient Oxygen Reduction Electrocatalyst in a Nonaqueous Electrolyte via the 2e^– Transfer Mechanism

Mohanapriya

Vengatesan

Chandrasekaran

2021

ACS Appl. Energy Mater.

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This work reports a synthetic strategy to transform insulating imine-functionalized silica gel (IMSG) (through simple reaction with resorcinol molecules) to conducting iminium–enaminium-substituted resorcinol modified silica gel (I-ERSG), as an efficient electrocatalyst toward oxygen reduction reaction (ORR) in a nonaqueous electrolyte. The imine functionalities on the surface of silica react via unique reaction pathways to yield tautomers of I-ERSG as confirmed through spectroscopic analysis (Fourier transform infrared and nuclear magnetic resonance). FE-SEM images reveal densely packed discrete spherical particles of I-ERSG, supported by N2 sorption isotherms. The presence of multiple conjugations (CC and CN+) in I-ERSG is confirmed by UV–vis spectra, which is reaffirmed by a red shift with higher absorbance in the corresponding diffused reflectance spectra. Also, the cross-linking of resorcinol on the surface of IMSG follows covalent interactions as confirmed by time-evolution UV–vis spectra. The electrocatalytic behavior of I-ERSG toward ORR in a nonaqueous electrolyte follows the unusual 2e– reduction, and the activity is relatively superior (onset potential: −0.59 V vs Ag/Ag+; current density: 2.5 mA/cm2) and reversible than their pristine counterparts. Here, the hydroxyl groups present in I-ERSG act as the proton source in transforming the 1e– to 2e– oxygen reductive pathways with the formation of O2 – and HO2 as the intermediates.

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Section: Resultsmentioning

confidence: 99%

Iminium–Enaminium-Functionalized Silica Nanostructures: An Efficient Oxygen Reduction Electrocatalyst in a Nonaqueous Electrolyte via the 2e^– Transfer Mechanism

Mohanapriya

Vengatesan

Chandrasekaran

2021

ACS Appl. Energy Mater.

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“…Furthermore, pKa values of TPT-2-PAo and BTPT-2-PAo were calculated by absorption spectra at different pH conditions according to the reported methods. 48,49 Fig. 5C and Fig.…”

Section: Ph Responsive Propertiesmentioning

confidence: 99%

Development of a multi-responsive fluorescence switch system based on a pyrimidine functionalized tetrarylethylene compound

Wang,

Liu,

Zheng

et al. 2024

J. Mater. Chem. C

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Cascade reaction-based highly sensitive fluorescent sensing systems applicable for dual-pattern fluorescence visualizing of thiophenol flavors in meat products and condiments

Wang

Luo

et al. 2023

Food Chemistry

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Merocyanine-based turn-on fluorescent probe for the sensitive and selective determination of thiophenols via a pKa shift mechanism

Cited by 9 publications

References 40 publications

Iminium–Enaminium-Functionalized Silica Nanostructures: An Efficient Oxygen Reduction Electrocatalyst in a Nonaqueous Electrolyte via the 2e^– Transfer Mechanism

Iminium–Enaminium-Functionalized Silica Nanostructures: An Efficient Oxygen Reduction Electrocatalyst in a Nonaqueous Electrolyte via the 2e^– Transfer Mechanism

Development of a multi-responsive fluorescence switch system based on a pyrimidine functionalized tetrarylethylene compound

Cascade reaction-based highly sensitive fluorescent sensing systems applicable for dual-pattern fluorescence visualizing of thiophenol flavors in meat products and condiments

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Merocyanine-based turn-on fluorescent probe for the sensitive and selective determination of thiophenols via a pKa shift mechanism

Cited by 9 publications

References 40 publications

Iminium–Enaminium-Functionalized Silica Nanostructures: An Efficient Oxygen Reduction Electrocatalyst in a Nonaqueous Electrolyte via the 2e– Transfer Mechanism

Iminium–Enaminium-Functionalized Silica Nanostructures: An Efficient Oxygen Reduction Electrocatalyst in a Nonaqueous Electrolyte via the 2e– Transfer Mechanism

Development of a multi-responsive fluorescence switch system based on a pyrimidine functionalized tetrarylethylene compound

Cascade reaction-based highly sensitive fluorescent sensing systems applicable for dual-pattern fluorescence visualizing of thiophenol flavors in meat products and condiments

Contact Info

Product

Resources

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Iminium–Enaminium-Functionalized Silica Nanostructures: An Efficient Oxygen Reduction Electrocatalyst in a Nonaqueous Electrolyte via the 2e^– Transfer Mechanism

Iminium–Enaminium-Functionalized Silica Nanostructures: An Efficient Oxygen Reduction Electrocatalyst in a Nonaqueous Electrolyte via the 2e^– Transfer Mechanism