Ferrocenyl derivative of 1,8-naphthalimide as a new turn-on fluorescent sensor for Au(III) ion

Chinapang, Pondchanok; Ruangpornvisuti, Vithaya; Sukwattanasinitt, Mongkol; Rashatasakhon, Paitoon

doi:10.1016/j.dyepig.2014.07.013

Cited by 46 publications

(24 citation statements)

References 10 publications

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“…For derivative, naphthalimide, for the analysis of Au(III) in aqueous media. 52 Under optimum conditions, the study had a detection limit of 95 µ g L −1 for Au(III). In addition, a few fluorescence probes were successfully applied to bioimaging applications to monitor Au(III) metal ions in living organisms such as zebrafish.…”

Section: Comparison With Other Methodsmentioning

confidence: 88%

“…The significance of analyses of trace amounts of metal ions by fluorescence spectroscopy has been increasing thanks to its intrinsic sensitivity, selectivity, and the ability for quick real-time scanning. Several gold ion-selective molecular sensors based on various fluorophore units including rhodamine, 18 BODIPY, 19 fluorescein, 20 coumarin, 21 and naphthalimide 22 dyes have been reported in the literature. These methods include the use of many chemicals, long complexation and extra processes, [21][22][23]24 time-consuming analysis, 25 and pretreatment before analysis.…”

Section: Introductionmentioning

confidence: 99%

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A rapid and sensitive spectrofluorometric method for the determination of Au(III) based on fluorescence quenching of a 1,3,5-triphenyl-2-pyrazoline

Başoğlu¹,

Ocak²,

Fandaklı³

et al. 2018

Turk J Chem

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Section: Comparison With Other Methodsmentioning

confidence: 88%

Section: Introductionmentioning

confidence: 99%

A rapid and sensitive spectrofluorometric method for the determination of Au(III) based on fluorescence quenching of a 1,3,5-triphenyl-2-pyrazoline

Başoğlu¹,

Ocak²,

Fandaklı³

et al. 2018

Turk J Chem

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Section: Applicationsmentioning

confidence: 99%

“…Chinapang et al synthesized two new ferrocene derivatives containing strongly fluorescent naphthalimide moiety and a hydrophilic triethylene glycol for enhancing water solubility. [77] Fluorescent signals were monitored in the presence of 22 metal ions and selectivity of compound 51 and 52 towards metal ions was investigated. Results showed that alkynophilicity of gold ions towards the triple bond in 52 enhanced the fluorescent signal by nine and three times its original intensity for Au(I) and Au(III) ions.…”

Section: Fluorescent Sensor For Au(iii) Ionmentioning

confidence: 99%

“…The growing interest in research into ferrocene derivatives is attributed to their excellent stability towards water and air, favorable electrochemical properties and nontoxic behavior . Their industrial applications include additives for heating oil to reduce soot formation, iron‐containing fertilizers, UV absorbers, burn rate modifiers and protective coatings for rockets and satellites.…”

Section: Applicationsmentioning

confidence: 99%

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Recent advances in the synthesis, biological activities and various applications of ferrocene derivatives

Larik

Saeed

Fattah

et al. 2016

Applied Organom Chemis

131

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Ferrocene derivatives constitute an important class of organometallic compounds with not only an extensive range of biological activities but also diverse industrial as well as material science applications. These stimulating features of ferrocene derivatives spurred us to review the recent advances in synthesis methods and biological and other applications reported in the latest literature. An effort has been made to summarize the recent developments in synthetic methods providing access to ferrocene scaffolds and the useful medicinal and material applications, including agricultural, catalytic, polymer, conducting, redox mediating, ferrocenyl stationary phase, rocket propellant and ion sensing applications. Ferrocene‐based bulky metallocenes are also discussed.

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AIE‐Active Ferrocene Appended Linear (D‐π‐A) Aromatic Ester Chromophores: Structural, Theoretical and Effect on Phenyl Ring on Luminescence and Nonlinear Optical Properties

Chithra,

Prabu,

Babu

et al. 2024

ChemistrySelect

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In the present research, a new ferrocene‐appended linear donor‐π‐acceptor (D‐π‐A) ester chromophore Fc‐(C6H4)2‐COOC2H5 (2) was synthesized and characterized using various spectroscopic techniques. The molecular structure of chromophore 2 was determined using single‐crystal X‐ray diffraction analysis, revealing its crystallization in the monoclinic crystal system with the P21/n space group. The chromophore Fc‐C6H4‐COOC2H4 (1) was utilized to compare its photophysical and nonlinear optical characteristics with those of 2. Cyclic voltammetry revealed a single‐electron transfer mechanism from Fe2+↔Fe3+. The emission solvatochromism studies show a polarized excited state in response to increasing solvent polarity, indicating charge transfer processes. Interestingly, in mixed aqueous media (THF/H2O), the chromophores exhibit intensified fluorescence due to restricted intra‐molecular rotation (RIR), despite weak emission in THF solvent. Chromophore 2 demonstrated 1.5 times higher second harmonic generation (SHG) efficiency than 1, attributed to its extended π‐conjugation from an additional phenyl ring and reduced antiparallel alignments. Despite its centrosymmetric crystal packing, chromophore 2 exhibited SHG efficiency due to non‐covalent interactions (C−H⋅⋅⋅π) in the crystal lattice. Density Functional Theory (DFT) calculations, employing various functionals, provided insights into dipole moment and first hyperpolarizability, with B3LYP‐hybrid functional underestimating hyperpolarizability values owing to long‐range charge transfer interactions within the D‐π‐A systems, aligning closely with experimental findings.

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Ferrocenyl derivative of 1,8-naphthalimide as a new turn-on fluorescent sensor for Au(III) ion

Cited by 46 publications

References 10 publications

A rapid and sensitive spectrofluorometric method for the determination of Au(III) based on fluorescence quenching of a 1,3,5-triphenyl-2-pyrazoline

A rapid and sensitive spectrofluorometric method for the determination of Au(III) based on fluorescence quenching of a 1,3,5-triphenyl-2-pyrazoline

Recent advances in the synthesis, biological activities and various applications of ferrocene derivatives

AIE‐Active Ferrocene Appended Linear (D‐π‐A) Aromatic Ester Chromophores: Structural, Theoretical and Effect on Phenyl Ring on Luminescence and Nonlinear Optical Properties

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