Facile and Practical Synthesis of Platinum(II) Porphyrins under Mild Conditions

Yamashita, Ken‐ichi; Katsumata, Natsuki; Tomita, Shohei; Fuwa, Miki; Fujimaki, Keisuke; Yoda, Takuya; Hirano, Daisuke; Sugiura, Ken‐ichi

doi:10.1246/cl.141112

Cited by 11 publications

(8 citation statements)

References 34 publications

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“…The complete physical characterization of the porphyrin base is in full agreement with the structure and was previously published [26]. The synthesis of Pt(II)-5,10,15,20-tetra-(4-allyloxy-phenyl)-porphyrin, shown in Figure 1, was performed by adapting the method of Yamashita [27], optimized according to [28], as follows: 0.105 g (12.5 mmole) 5,10,15,20-tetra-(4-allyloxy-phenyl)porphyrin dissolved in 35 mL chlorobenzene were vigorously stirred together with a mixture containing 0.0933 g (19.7 mmole) PtCl 2 (PhCN) 2 and 0.072 g (52.9 mmole) NaAc × 3H 2 O dissolved in 24 mL chlorobenzene. The molar ratio between the reactants was TAPP:PtCl 2 (PhCN) 2 :CH 3 COONa × 3H 2 O = 1:1.5:4 chosen in order to favor the generation of the Pt-complex and to prevent the HCl generation.…”

Section: Introductionsupporting

confidence: 73%

Novel Platinum-Porphyrin as Sensing Compound for Efficient Fluorescent and Electrochemical Detection of H2O2

et al. 2020

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Metalloporphyrins are highly recognized for their capacity to act as sensitive substances used in formulation of optical, fluorescent, and electrochemical sensors. A novel compound, namely Pt(II)-5,10,15,20-tetra-(4-allyloxy-phenyl) porphyrin, was synthesized by metalation with PtCl2(PhCN)2 of the corresponding porphyrin base and was fully characterized by UV-vis, fluorimetry, FT-IR, 1H-NMR, and 13C-NMR methods. The fluorescence response of this Pt-porphyrin in the presence of different concentrations of hydrogen peroxide was investigated. Besides, modified glassy carbon electrodes with this Pt-porphyrin (Pt-Porf-GCE) were realized and several electrochemical characterizations were comparatively performed with bare glassy carbon electrodes (GCE), in the absence or presence of hydrogen peroxide. The Pt-porphyrin demonstrated to be a successful sensitive material for the detection of hydrogen peroxide both by fluorimetric method in a concentration range relevant for biological samples (1.05–3.9 × 10−7 M) and by electrochemical method, in a larger concentration range from 1 × 10−6 M to 5 × 10−5 M. Based on different methods, this Pt-porphyrin can cover detection in diverse fields, from medical tests to food and agricultural monitoring, proving high accuracy (correlation coefficients over 99%) in both fluorimetric and electrochemical measurements.

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Section: Introductionsupporting

confidence: 73%

Novel Platinum-Porphyrin as Sensing Compound for Efficient Fluorescent and Electrochemical Detection of H2O2

et al. 2020

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“…Tetraethyl orthosilicate (TEOS) and ethanol absolute (EtOH) were provided by Fluka, tetrahydrofuran (THF) was purchased from Merck (Darmstadt, Germany) and all were purrum analyticum grade. TAOPP was obtained as previously reported [31,54,55]. Pt-TAPP was synthesized by following already optimized reported methods [55,56].…”

Section: Reagentsmentioning

confidence: 99%

“…TAOPP was obtained as previously reported [31,54,55]. Pt-TAPP was synthesized by following already optimized reported methods [55,56]. The PtNPs were obtained according to a literature procedure [57] using an aqueous solution of H 2 PtCl 6 × 6H 2 O reduced with trisodium citrate, followed by reduction with NaBH 4 , until the color of the mixture changed from yellow to dark brown.…”

Section: Reagentsmentioning

confidence: 99%

Hybrid Materials Based on Silica Matrices Impregnated with Pt-Porphyrin or PtNPs Destined for CO2 Gas Detection or for Wastewaters Color Removal

Anghel

Lascu

Epuran

et al. 2020

IJMS

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Multifunctional hybrid materials with applications in gas sensing or dye removal from wastewaters were obtained by incorporation into silica matrices of either Pt(II)-5,10,15,20-tetra-(4-allyloxy-phenyl)-porphyrin (PtTAOPP) or platinum nanoparticles (PtNPs) alone or accompanied by 5,10,15,20-tetra-(4-allyloxy-phenyl)-porphyrin (TAOPP). The tetraethylorthosilicate (TEOS)-based silica matrices were obtained by using the sol-gel method performed in two step acid-base catalysis. Optical, structural and morphological properties of the hybrid materials were determined and compared by UV-vis, fluorescence and FT-IR spectroscopy techniques, by atomic force microscopy (AFM) and high resolution transmission electron microscopy (HRTEM) and by Brunauer–Emmett–Teller (BET) analysis. PtTAOPP-silica hybrid was the most efficient material both for CO2 adsorption (0.025 mol/g) and for methylene blue adsorption (7.26 mg/g) from wastewaters. These results were expected due to both the ink-bottle mesopores having large necks that exist in this hybrid material and to the presence of the porphyrin moiety that facilitates chemical interactions with either CO2 gas or the dye molecule. Kinetic studies concerning the mechanism of dye adsorption demonstrated a second order kinetic model, thus it might be attributed to both physical and chemical processes.

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“…Iodide can arise also from iodine containing medications especially in the case of burned patients. Besides, the couple triiodide/iodide is a key redox couple used in solar-energy-harvesting systems [ 31 ] so its quantity has to be controlled.…”

Section: Introductionmentioning

confidence: 99%

Potentiometric Sensors for Iodide and Bromide Based on Pt(II)-Porphyrin

Vlascici

Pleşu

Făgădar-Cosma

et al. 2018

Sensors

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Pt(II) 5,10,15,20-tetra(4-methoxy-phenyl)-porphyrin (PtTMeOPP) was used in the construction of new ion-selective sensors. The potentiometric response characteristics (slope and selectivity) of iodide and bromide-selective electrodes based on (PtTMeOPP) metalloporphyrin in o-nitrophenyloctylether (NPOE), dioctylphtalate (DOP) and dioctylsebacate (DOS) plasticized poly(vinyl chloride) membranes are compared. The best results were obtained for the membranes plasticized with DOP and NPOE. The sensors have linear responses with near-Nernstian slopes toward bromide and iodide ions and good selectivity. The membrane plasticized with NPOE was electrochemically characterized using the EIS method to determine its water absorption and the diffusion coefficient into the membrane.

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Facile and Practical Synthesis of Platinum(II) Porphyrins under Mild Conditions

Cited by 11 publications

References 34 publications

Novel Platinum-Porphyrin as Sensing Compound for Efficient Fluorescent and Electrochemical Detection of H2O2

Novel Platinum-Porphyrin as Sensing Compound for Efficient Fluorescent and Electrochemical Detection of H2O2

Hybrid Materials Based on Silica Matrices Impregnated with Pt-Porphyrin or PtNPs Destined for CO2 Gas Detection or for Wastewaters Color Removal

Potentiometric Sensors for Iodide and Bromide Based on Pt(II)-Porphyrin

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