7-Oxy-3-(3,4,5-trimethoxyphenyl)coumarin substituted phthalonitrile derivatives as fluorescent sensors for detection of Fe3+ ions: Experimental and theoretical study

Kaya, Esra Nur; Yüksel, Fatma; Özpınar, Gül Altınbaş; Bulut, Mustafa; Durmuş, Mahmut

doi:10.1016/j.snb.2013.12.044

Cited by 35 publications

(15 citation statements)

References 23 publications

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“…The FT-IR spectrum was recorded on a Perkin Elmer Spectrum 100 spectrophotometer. 1 H-NMR, 13 C-NMR, and 13 C-DEPT-135-NMR spectra were recorded on a (Bruker AVANCE 400 MHz) spectrometer (Bruker BioSpin Corp., Billerica, MA, USA). The mass spectra were obtained MALDI-MS (Bruker microflex LT MALDI-TOF MS) for phthalonitrile 3 and ESI-MS (Bruker Micro TOF-ESI/MS) for 3+Fe 3+ complex.…”

Section: Experimental Analysis 21 Materials and Equipmentmentioning

confidence: 99%

A novel selective fluorescent chemosensor for Fe3+ ions based on phthalonitrile dimer: synthesis, analysis, and theoretical studies

Al‐Raqa¹,

Ömeroğlu²,

Erbahar³

et al. 2020

Turk J Chem

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Phenyl-4,4-di(3,6-dibutoxyphthalonitrile) (3) was synthesized by the reaction of 1,4-phenylenebisboronic acid (1) and 4-bromo-3,6-dibutoxyphthalonitrile (2), using Suzuki cross-coupling reaction. The newly synthesized compound (3) was characterized by FT-IR, MALDI-MS, ESI-MS, 1H-NMR, 13C-NMR, and 13C-DEPT-135-NMR. The fluorescence property of phenyl-4,4-di(3,6- dibutoxyphthalonitrile) (3) towards various metal ions was investigated by fluorescence spectroscopy, and it was observed thatthe compound (3) displayed a significantly ‘turn-off’ response to Fe3+, which was referred to 1:2 complex formation between ligand (3) and Fe3+. The compound was also studied via density functional theory calculations revealing the interaction mechanism of the molecule with Fe3+ ions.

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Section: Experimental Analysis 21 Materials and Equipmentmentioning

confidence: 99%

A novel selective fluorescent chemosensor for Fe3+ ions based on phthalonitrile dimer: synthesis, analysis, and theoretical studies

Al‐Raqa¹,

Ömeroğlu²,

Erbahar³

et al. 2020

Turk J Chem

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“…4,4'-Difluoro-8-(4propynyloxy)-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-sindacene (2) (BODIPY) was synthesized and purified according to literature procedures [19,20]. 7-Hydroxy-3-(3,4,5trimethoxyphenyl) coumarin (3) was synthesized and purified according to literature procedure [21].…”

Section: Synthesismentioning

confidence: 99%

“…Compound 2 (Scheme 1) was synthesized and purified according to literature procedure [20]. Compound 3 was also synthesized and purified according to literature procedure [21]. (Fig.…”

Section: Synthesis and Characterization Of Bodipy And Coumarin Derivamentioning

confidence: 99%

Synthesis and organic solar cell performance of BODIPY and coumarin functionalized SWCNTs or graphene oxide nanomaterials

et al. 2018

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The synthesis and characterization of new hybrid materials based on reduced graphene oxide (rGO) or single walled carbon nanotubes (SWCNTs) covalently functionalized by 4,4'-difluoro-8-(4-propynyloxy)-phenyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (BODIPY) (2) or 7-(prop-2-yn-1-yloxy)-3-(3',4',5'-trimethoxyphenyl)-coumarin (4) as light harvesting groups have been described. The organic solar cell performances of these novel nanomaterials in P3HT:PCBM blends were investigated. These covalently bonded hybrid materials (reduced graphene oxide:BODIPY (GB), reduced graphene oxide:Coumarin (GC), SWCNTs:BODIPY (CB) and SWCNTs:Coumarin (CC)) were prepared by an azide-alkyne Huisgen cycloaddition (click) reaction between the azide bearing SWCNTs or rGO and terminal ethynyl functionalized BODIPY (2) or coumarin (4) derivatives. The formation of novel nanomaterials was confirmed by FT-IR, UV-Vis and Raman spectroscopies and thermogravimetric analysis. The best performance on P3HT:PCBM organic solar cells was produced by SWCNTs:Coumarin (CC) hybrids which were coated on an indium tin oxide coated polyethylene terephthalate film (ITO-PET). The reference device based on the P3HT:PCBM blend without CC showed a power conversion efficiency (PCE) of 1.16%, an FF of 35% and a short-circuit current density (Jsc) of 5.51 mA cm-2. The reference device with CC hybrids within the P3HT:PCBM blend increased the values significantly to 1.62% for PCE, 40% for FF and 6.8 mA cm-2 for Jsc.

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“…3-and 4-[7-oxy-3-(3,4,5-trimethoxyphenyl)coumarin] substituted phthalonitrile derivatives (4 and 5) were synthesized and purified according to the literature procedure [10].…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

The effects of substituents' positions and variety of axial groups on the photochemical properties of coumarin substituted indium(III) phthalocyanines

Kaya

Durmuş

Bulut

2014

Journal of Organometallic Chemistry

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7-Oxy-3-(3,4,5-trimethoxyphenyl)coumarin substituted phthalonitrile derivatives as fluorescent sensors for detection of Fe3+ ions: Experimental and theoretical study

Cited by 35 publications

References 23 publications

A novel selective fluorescent chemosensor for Fe3+ ions based on phthalonitrile dimer: synthesis, analysis, and theoretical studies

A novel selective fluorescent chemosensor for Fe3+ ions based on phthalonitrile dimer: synthesis, analysis, and theoretical studies

Synthesis and organic solar cell performance of BODIPY and coumarin functionalized SWCNTs or graphene oxide nanomaterials

The effects of substituents' positions and variety of axial groups on the photochemical properties of coumarin substituted indium(III) phthalocyanines

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