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1.
RSC Adv ; 14(16): 10842-10857, 2024 Apr 03.
Article in English | MEDLINE | ID: mdl-38577428

ABSTRACT

In this study, we conveniently prepared a novel robust heterogeneous magnetic nanocatalyst using a Fe3O4@SiO2 core/shell stabilized by gallic acid. The catalyst was completely characterized by various physicochemical techniques, including infrared spectroscopy (FT-IR), X-ray diffraction (XRD), dynamic light scattering (DLS), transmission electron microscopy (TEM), field emission scanning electron microscopy (FE-SEM), thermogravimetric analysis (TGA), potentiometric titration, energy dispersive X-ray microanalysis (EDX), vibrating sample magnetometer (VSM), zeta potential analysis, and BET. The potential ability of the newly developed sulfonated nanocatalyst was then exploited in the multicomponent synthesis of acridine-1,8-dione derivatives by considering the green chemistry matrix and under mild conditions. Various aldehydes and amines were smoothly reacted with dimedone, affording the desired products in good to excellent yields. The introduction of sulfonic groups using gallic acid allowed the development of a water-compatible and highly recyclable catalytic system for reactions in an aqueous environment. The prepared catalyst can be readily magnetically separated and reused eight times without significant loss of activity. High synthetic efficiency, using a recyclable and eco-sustainable catalyst under mild conditions, and easy product isolation are salient features of this catalytic system, which makes this protocol compatible with the demands of green chemistry.

2.
Sci Rep ; 14(1): 7206, 2024 Mar 26.
Article in English | MEDLINE | ID: mdl-38532063

ABSTRACT

In the current report, we introduce a simple, mild efficient and green protocol for N-formylation and N-acetylation of anilines using formamide, formic acid, and acetic acid as inexpensive, nontoxic, and easily available starting materials just with heating along stirring in [ChCl][ZnCl2]2 as a durable, reusable deep eutectic solvent (DES), which acts as a dual catalyst and solvent system to produce a wide range of formanilides and acetanilides. Also, a variety of unsymmetrical urea derivatives were synthesized by the reaction of phenyl isocyanate with a range of amine compounds using this benign DES in high to excellent yields. [ChCl][ZnCl2]2 showed good recycling and reusability up to four runs without considerable loss of its catalytic activity.

3.
RSC Adv ; 13(51): 36403-36415, 2023 Dec 08.
Article in English | MEDLINE | ID: mdl-38099257

ABSTRACT

A novel green Cu(ii)-acidic deep eutectic solvent (Cu(ii)-ADES) bearing copper salt, choline chloride, and gallic acid ([ChCl]4[2GA-Cu(ii)]) was synthesized and thoroughly specified by physicochemical approaches such as FT-IR, EDX, XRD, Mapping, ICP, and UV-Vis analyses and physicochemical properties. After the detection of authentic data, the central composite design (CCD) was utilized to accomplish the pertaining tests and develop the optimum condition, and, in the following, [ChCl]4[2GA-Cu(ii)] was applied as a green multifunctional catalytic solvent system in reducing agent-free and base-free condition for the three-component click reaction from sodium azide, alkyl, allyl, ester, and benzyl halide, and terminal alkyne made from amines and caprolactam as a cyclic amide to furnish a successful new library of 1,4-disubstituted 1,2,3-triazoles with a yield of up to 98%. The Cu(ii)-ADES is stable and can comfortably be recovered and reused without a considerable decline in its acting for seven cycles. This triazole synthesizing methodology is distinguished via its atom economy, operational facility, short reaction times, diverse substrate scope, and high performance for large-scale synthesis of the desired products including: -CN and -NO2 as efficient functional groups.

5.
Dalton Trans ; 48(9): 3132-3145, 2019 Feb 26.
Article in English | MEDLINE | ID: mdl-30775761

ABSTRACT

New Fe3O4@SiO2 core-shell superparamagnetic nanoparticles functionalized by a bis-salophen Schiff base Pd complex were synthesized and employed as an efficient magnetic nanocatalyst in the Heck and Sonogashira cross coupling reactions. The synthesized nanostructures were characterized by Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), dynamic light scattering (DLS), energy dispersive X-ray analysis (EDX), X-ray photoelectron spectroscopy (XPS), elemental analysis (CHN), cyclic voltammetry (CV), Brunauer-Emmett-Teller analysis (BET), and UV-vis spectroscopy. The morphology and size of the nanoparticles were investigated by FE-SEM and TEM analyses. Furthermore, the magnetic properties of the catalyst were investigated by VSM analysis. The loading content and leaching amounts of palladium on the catalyst were measured by inductively coupled plasma (ICP) analysis. Also, the thermal behavior of this magnetic heterogeneous catalyst was studied using a TGA instrument. This heterogeneous catalytic system showed a good performance in the coupling of aryl halides with alkynes (Sonogashira reaction) as well as aryl halides with alkene derivatives (Heck reaction). High to excellent yields were achieved for these C-C coupling reactions. The catalyst can be simply separated from the reaction media by an external magnet and reused for eight consecutive runs without any significant loss of activity. Finally, the kinetics of the reactions were studied in this work.

6.
J Org Chem ; 84(4): 1748-1756, 2019 02 15.
Article in English | MEDLINE | ID: mdl-30624064

ABSTRACT

A novel and efficient metal- and solvent-free regioselective para-C-H cyanation of hydroxy-, alkoxy-, and benzyloxyarene derivatives has been introduced, using nontoxic potassium thiocyanate as a cyanating reagent in the presence of silica sulfuric acid (SSA). The desired products are obtained in good to high yields without any toxic byproducts.

7.
Mol Divers ; 22(4): 863-878, 2018 Nov.
Article in English | MEDLINE | ID: mdl-29948582

ABSTRACT

A highly efficient, metal-free and solvent-free process is reported for the preparation of novel series of alkyl and aryl primary thiocarbamates and dithiocarbamates through the reaction of aliphatic alcohols, phenols and thiols with thiocyanate salts in the presence of 4-dodecylbenzenesulfonic acid (DBSA) as an inexpensive, readily available and amphipathic acid reagent. All reactions proceeded smoothly, and the products are obtained in good to excellent yields. Using this method, a wide range of structurally diverse primary thiocarbamates was prepared successfully.


Subject(s)
Thiocarbamates/chemistry , Catalysis , Chemistry Techniques, Synthetic , Phenols/chemistry
8.
J Dent (Shiraz) ; 17(3 Suppl): 262-267, 2016 Sep.
Article in English | MEDLINE | ID: mdl-27840839

ABSTRACT

STATEMENT OF THE PROBLEM: Stainless steel brackets release metallic ions following the process of corrosion in the oral environment. These released ions have potential adverse effects on health, friction between wire and bracket, staining, strength of brackets. Choosing a bracket with favorable corrosive properties; therefore, should be a goal of every practitioner. PURPOSE: The goal of this study is to compare the amount of corrosion among five different brands of brackets using inductively coupled plasma (ICP) mass spectrometry. MATERIALS AND METHOD: Five different brands of brackets (Dentaurum, 3M, Ortho Organizer, Cobas and O.R.G) were chosen and ten brackets were selected from each brand. A piece of stainless steel wire was ligated to each bracket. The bracket-archwire complex was then immersed in artificial saliva. Subsequently, the samples were analyzed using an ICP device and the levels of iron, chromium, nickel, and manganese ions were measured. RESULTS: The findings of this study demonstrated that iron was released the most from the tested brackets, followed by nickel. We also found that the Cobas bracket had the most ion release among the tested brackets (p< 0.05), while Ortho Organizer and ORG performed favorably. There was no significant difference between Dentaurum and 3M (p> 0.05). CONCLUSION: Based on the results, Ortho Organizer and ORG brackets are suggested in terms of resistance to corrosion.

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