ABSTRACT
In this research, a new urea-rich porous organic polymer (urea-rich POP) as a hydrogen bond catalyst was synthesized via a solvothermal method. The physiochemical properties of the synthesized urea-rich POP were investigated by using different analyses like Fourier transform infrared (FT-IR) spectroscopy, field-emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), derivative thermogravimetry (DTG), energy-dispersive X-ray spectroscopy (EDS), elemental mapping analysis, X-ray diffraction analysis (XRD) and Brunauer-Emmett-Teller (BET) techniques. The preparation of urea-rich POP provides an efficacious platform for designing unique hydrogen bond catalytic systems. Accordingly, urea-rich POP, due to the existence of several urea moieties as hydrogen bond sites, has excellent performance as a catalyst for the Knoevenagel condensation reaction and multi-component synthesis of 2,3-dihydroquinazolin-4(1H)-ones.
ABSTRACT
Herein, a new heterogeneous catalytic system through modification of urea functionalized magnetic nanoparticles with choline chloride [Fe3O4@SiO2@urea-riched ligand/Ch-Cl] was designed and synthesized. Then, the synthesized Fe3O4@SiO2@urea-riched ligand/Ch-Cl was characterized by using FT-IR spectroscopy, FESEM, TEM, EDS-Mapping, TGA/DTG and VSM techniques. After that, the catalytic usage of Fe3O4@SiO2@urea-riched ligand/Ch-Cl was investigated for the synthesis of hybrid pyridines with sulfonate and/or indole moieties. Delightfully, the outcome was satisfactory and the applied strategy represents several advantages such as short reaction times, convenience of operation and relatively good yields of obtained products. Moreover, the catalytic behavior of several formal homogeneous DESs was investigated for the synthesis of target product. In addition, a cooperative vinylogous anomeric-based oxidation pathway was suggested as rational mechanism for the synthesis of new hybrid pyridines.
Subject(s)
Magnetics , Silicon Dioxide , Silicon Dioxide/chemistry , Spectroscopy, Fourier Transform Infrared , Ligands , CatalysisABSTRACT
Gemini surface active ionic liquids (GSAILs) are considered a new prosperous class of ionic liquids and recognized as high performance materials. The present study explores the capabilities of the newly synthesized GSAILs, constructed from two benzimidazole rings attached via a four or a six carbon spacer, namely [C4benzim-Cn-benzimC4][Br2], n = 4 and 6. The products were characterized with FT-IR, NMR, XRD, TGA, DTG and SEM methods and were used in curing interfacial properties of the crude oil-water system. The interfacial tension (IFT) was reduced to about 64 and 71% under critical micelle concentrations (CMCs) of 0.028 and 0.025 mol dm-3 at 298.2 K for n = 4 and 6 GSAILs, respectively. Temperature significantly assisted this effect. Both the GSAILs could transfer the wettability of the solid surface from oil-wet to water-wet. Further, stable oil/water emulsions were produced, having emulsion indices of 74.2 and 77.3% for n = 4 and 6 GSAILs, respectively. Compared to homologous imidazolium GSAILs, the benzimidazolium products revealed better performance in the sense of exhibiting desired effects on the investigated interfacial properties. These can be attributed to the stronger hydrophobicity of the benzimidazolium rings as well as better spreading of the molecular charges. The Frumkin isotherm could exactly reproduce the IFT data, leading to precise determination of the important adsorption and thermodynamic parameters.
ABSTRACT
In this study, an acidic phosphonium-based ionic liquid, namely tributyl(3-sulfopropyl)phosphonium trifluoroacetate, was designed and synthesized via a facile and green route. From an accurate perspective, the structure of the prepared ionic liquid was investigated using FT-IR, 1H NMR and 13C NMR spectroscopies, and EDX, elemental mapping and TGA/DTG analysis. In this intensive research, catalytic application of tributyl(3-sulfopropyl)phosphonium trifluoroacetate was explored for the preparation of diverse pyridine systems such as triaryl pyridines, 2-amino-3-cyanopyridines and indolyl pyridines via a cooperative vinylogous anomeric-based oxidation (CVABO). The observed results proved that prepared acidic phosphonium-based ionic liquid is a effective catalyst for the multicomponent synthesis of pyridines.
ABSTRACT
In this work, we reported the synthesis and application of a new urea-benzoic acid containing ligand [(OEt)3Si(CH2)3-urea-benzoic acid] for the functionalization of silica coated magnetic nanoparticles. The resulting structure, namely Fe3O4@SiO2@(CH2)3-urea-benzoic acid, was characterized through different techniques including FT-IR, SEM, EDX-Mapping, VSM and TGA/DTG analysis. Then, Fe3O4@SiO2@(CH2)3-urea-benzoic acid was applied as a heterogeneous dual acidic and hydrogen bonding catalyst for the synthesis of 2,3-disubstituted thiazolidin-4-ones and hexahydroquinolines under mild and green reaction conditions. More importantly, all of the desired products were obtained with relatively good yields. Also, the catalyst was recovered and reused for four successive runs without significant reduction in yield of the model reaction.
ABSTRACT
Herein, the synthesis and characterization of a triazine-based magnetic ionic porous organic polymer are reported. The structure, morphology, and components of the prepared structure have been investigated with several spectroscopic and microscopic techniques such as FT-IR, EDX, elemental mapping, TGA/DTA, SEM, TEM, VSM, and BET analysis. Also, catalytic application of the prepared triazine-based magnetic ionic porous organic polymer was investigated for the synthesis of hybrid pyridine derivatives bearing indole, triazole and sulfonamide groups. Furthermore, the prepared hybrid pyridine systems were characterized by FT-IR, 1H NMR, 13C NMR and mass analysis. A cooperative vinylogous anomeric-based oxidation pathway was suggested for the synthesis of target molecules.
ABSTRACT
Herein, novel magnetic nanoparticles with pyridinium bridges namely Fe3O4@SiO2@PCLH-TFA through a multi-step pathway were designed and synthesized. The desired catalyst and its corresponding precursors were characterized with different techniques such as Fourier transform infrared (FT-IR) spectroscopy, 1H NMR, 13C NMR, Mass spectroscopy, energy dispersive X-ray (EDX) analysis, thermogravimetric/derivative thermogravimetry (TG/DTG) analysis, scanning electron microscopy (SEM), transmission electron microscopy (TEM), and vibrating sample magnetometer (VSM). In addition, the catalytic application of the prepared catalyst in the synthesis of new series of triarylpyridines bearing sulfonate and sulfonamide moieties via a cooperative vinylogous anomeric-based oxidation was highlighted. The current trend revealed that the mentioned catalyst shows high recoverability in the reported synthesis.
ABSTRACT
In the present study, we reported the synthesis of a novel quinoline-based dendrimer-like ionic liquid. After characterization of the mentioned ionic liquid with suitable techniques such as Fourier transform infrared spectroscopy (FT-IR), energy dispersive X-ray spectroscopy (EDX), elemental mapping, thermogravimetric analysis (TGA) and derivative thermogravimetry (DTG), its catalytic performance was investigated in the synthesis of new pyridines with sulfonamide moiety via a cooperative vinylogous anomeric-based oxidation mechanism under mild reaction conditions. All target molecules were achieved in short reaction times and high yields.
ABSTRACT
In this exploration, we reported the design and synthesis of a novel ionically tagged magnetic nanoparticles bearing urea linkers, namely, Fe3O4@SiO2@(CH2)3-urea-thiazole sulfonic acid chloride. The structure of the mentioned compound was fully characterized by using several techniques including Fourier transform infrared spectroscopy, energy-dispersive X-ray analysis, elemental mapping analysis, thermogravimetric analysis/differential thermal analysis, scanning electron microscopy, transmission electron microscopy, and vibrating sample magnetometer. In the presence of the novel reusable catalyst, applied starting materials including aryl aldehydes, pyruvic acid, and 1-naphthylamine condensed to afford the desired 2-aryl-quinoline-4-carboxylic acid derivatives via an anomeric-based oxidation pathway under solvent-free conditions.
