Heterogeneous Catalyst For One-pot Synthesis Research Articles

Green Synthesis of Magnetic Fe2O3 Nanoparticle with Chenopodium glaucum L. as Recyclable Heterogeneous Catalyst for One-Pot Reactions and Heavy Metal Adsorption.

The growth of the environment depends upon developing greener and ecological methods for managing pollutants and contamination from industrial wastewater, which causes significant effects on human health. The removal of these pollutants from wastewater using nanomaterials covers an ecological method that is free from expensive and secondary pollution. In this report, we developed magnetic iron nanoparticles from Chenopodium glaucum (CG), which showed excellent adsorption capacity at pH 5 for selective Hg2+ and Pb2+ metal ions among various heavy metal ions, with maximum adsorption capacities of 96.9 and 94.1%, respectively. These metals' adsorption process conforms to the Langmuir model, which suggests that monolayer adsorption transpires on CG-Fe2O3 nanoparticles. CG-Fe2O3 nanoparticles also act as an efficient and recyclable heterogeneous catalyst for one-pot synthesis of xanthene derivatives, yielding products with high yields (up to 97%) and excellent purity (crystalline form) within a short timeframe (6 min) using microwave irradiations (at 120 W).

Halloysite Nanotube Modified (CuO@HNTs-SO3H) Novel Heterogeneous Catalyst for One-Pot Synthesis of Tetrahydrobenzo[ɑ]Xanthen-11-One

In this study, CuO@HNTs-SO3H was investigated as a novel eco-friendly heterogeneous solid acid catalyst prepared by straightforward co-precipitation method. Thus, the cost-effective CuO NPs was used to modify halloysite nanotubes initially, which were subsequently further functionalized with sulfonic acid. The prepared catalyst was analyzed by means of FT-IR, XRD, EDX, SEM and TGA methods. Its catalytic activity is investigated in the solvent-free one-pot condensation of various aromatic aldehydes, dimedone, and β-naphthol to produce tetrahydrobenzo[a]xanthen-11-one derivatives. A few benefits of the discovered method are its simple process, quick reaction time, high yields (96%), affordable cost, and the catalyst ability to be reused without losing its activity.

A Chemically Robust 2D Ni-MOF as an Efficient Heterogeneous Catalyst for One-Pot Synthesis of Therapeutic and Bioactive 2-Amino-3-Cyano-4H-Pyran Derivatives.

Despite possessing numerous catalytic advantages of MOFs, developing 2D frameworks having excellent chemical stability along with new catalytic properties, remains a grand challenge. Herein, by employing a mixed ligand synthetic approach, we have constructed a 2D Ni-MOF, IITKGP-52, which exhibits excellent framework robustness in open air, water, as well as over a wide range of pH solutions (2-12). Benefitting from its robustness and abundant Lewis acidic open metal sites, IITKGP-52 is explored in catalyzing the heterogeneous three-component condensation reaction for the tandem synthesis of bioactive 2-amino-3-cyano-4H-pyran derivatives with low catalytic loading, greater compatibility for a wide range of substrates, excellent recyclability and superior catalytic efficiency than the previously employed homo and heterogeneous systems. IITKGP-52inaugurates the employment of MOF-based catalysts for one-pot synthesis of therapeutic and bioactive 2-amino-3-cyano-4H-pyran derivatives.

Successful Application of Cu(II) Complex of 3-Hydroxy-2-naphtoic Acid (Cu-HNA) as a Reusable Heterogeneous Catalyst for One-Pot Synthesis of Benzoxanthene Derivatives

Successful Application of Cu(II) Complex of 3-Hydroxy-2-naphtoic Acid (Cu-HNA) as a Reusable Heterogeneous Catalyst for One-Pot Synthesis of Benzoxanthene Derivatives

Post‐synthetic modification of IR-MOF‐3 as acidic-basic heterogeneous catalyst for one-pot synthesis of pyrimido[4,5-b]quinolones

Post‐synthetic modification of IR-MOF‐3 as acidic-basic heterogeneous catalyst for one-pot synthesis of pyrimido[4,5-b]quinolones

Metal-based Heterogeneous Catalysts for One-Pot Synthesis of Secondary Anilines from Nitroarenes and Aldehydes.

Recently, N-substituted anilines have been the object of increasing research interest in the field of organic chemistry due to their role as key intermediates for the synthesis of important compounds such as polymers, dyes, drugs, agrochemicals and pharmaceutical products. Among the various methods reported in literature for the formation of C–N bonds to access secondary anilines, the one-pot reductive amination of aldehydes with nitroarenes is the most interesting procedure, because it allows to obtain diverse N-substituted aryl amines by simple reduction of nitro compounds followed by condensation with aldehydes and subsequent reduction of the imine intermediates. These kinds of tandem reactions are generally catalyzed by transition metal-based catalysts, mainly potentially reusable metal nanoparticles. The rapid growth in the last years in the field of metal-based heterogeneous catalysts for the one-pot reductive amination of aldehydes with nitroarenes demands for a review on the state of the art with a special emphasis on the different kinds of metals used as catalysts and their recyclability features.

Ni–rGO–zeolite nanocomposite: an efficient heterogeneous catalyst for one-pot synthesis of triazoles in water

A Ni-based ternary nanocomposite, Ni–rGO–zeolite, has been developed as an efficient and recyclable heterogeneous catalyst for on-water regioselective azide alkyne cycloaddition.

Ce-ZSM-11 Zeolite: An Efficient Heterogeneous Catalyst for One-Pot Synthesis of 4H-Pyran Derivatives

ZSM-11 zeolite was synthesized by hydrothermal treatment and cerium ion was incorporated by the ion exchange method. The catalytic activity of cerium modified ZSM-11 zeolite was tested for the one-pot synthesis of 4H-pyran derivatives by cyclocondensation of aromatic aldehyde, malononitrile, and ethyl acetoacetate. The synthesized catalyst was characterized by Powder-X Ray Diffraction, Scanning Electron Microscopy, Energy Dispersive Spectroscopy, Fourier Transform Infrared Spectroscopy, Brunauer-Emmer-Teller surface area analysis and Temperature programmed desorption (ammonia) analysis. The present method offers significant advantages over the reported methods like easy separation of catalyst, simple work-up procedure, an excellent yield of desired products, and reusability of catalyst without significant loose in the activity.

Potassium Fluoride-Modified Clay as a Reusable Heterogeneous Catalyst for One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones

Potassium fluoride-modified clay collected from the region of Agadir (Morocco) was used as a hetaerogeneous catalyst in the one-pot synthesis of 3,4-dihydropyrimidine-2(1H)-one derivatives via the Biginelli reaction. The products were obtained with excellent yields (88–98%). The catalyst was characterized X-ray powder diffraction, Fourier-transform IR spectroscopy, scanning electron microscopy, differential thermal analysis, thermogravimetry, and Brunauer–Emmett–Teller (BET) analysis. Plausible reaction mechanisms for both reactions have been proposed. The catalyst can be recycled five times without loss of catalytic activity.

Reduced graphene oxide-immobilized iron nanoparticles Fe(0)@rGO as heterogeneous catalyst for one-pot synthesis of series of propargylamines

Iron nanoparticles immobilized on reduced graphene oxide (rGO), nanocomposite Fe(0)@rGO 1, were prepared in situ by reduction of GO and FeCl3·6H2O using sodium borohydride under nitrogen atmosphere. The nanocomposite 1 was isolated as a black powder having iron NPs of size ~ 41 nm. The nanocomposite 1 exhibited good catalytic activity in one-pot A3-coupling reactions of aldehyde, amines and terminal alkynes to afford propargylamines in very high yields (72–86%) at a low loading of 0.7 mol%, without any additive or a cocatalyst. The catalyst 1 can be magnetically separated, retrieved and recycled up to four times without noticeable changes in the morphology and catalytic activity.

Carbon-based nanocatalyst: An efficient and recyclable heterogeneous catalyst for one-pot synthesis of gem-bisamides, hexahydroacridine-1,8-diones and 1,8-dioxo-octahydroxanthenes

In this abstract, we discuss the progress related to sulfonated carbon-based materials in various acid-catalyzed organic transformations which are then further utilized in medicinal field, laboratories and industries. A simple and novel methodology was employed to prepare carbon-based nanocatalyst, i.e. cellulose[2-(sulfooxy)ethyl]mercaptosulfonic acid as a solid acid catalyst. This nanocatalyst is recyclable and also exhibited very high activity. Novel carbon-based nanocatalyst, i.e. cellulose[2-(sulfooxy)ethyl]mercaptosulfonic acid[SEMSA] was successfully synthesized by reacting mercaptoethanol and chlorosulfonic acid, and the catalytic activity of the prepared catalysts was evaluated for the one-pot synthesis of gem-bisamides from various aldehydes and benzamide, hexahydroacridine-1,8-diones via three-component condensation of aromatic aldehyde, dimedone and ammonium acetate or aromatic amine and 1,8-dioxo-octahydroxanthenes using aldehyde and dimedone. Application of this new heterogeneous nanocatalyst system offered the advantages of high yields, short reaction times, eco-friendly nature and easy work-up procedure compared to the conventional methods of the synthesis, and confirmation of products synthesized has been done using studies like 1H NMR and 13C NMR. Among the various catalysts, this nanocatalyst, i.e. cellulose [2-(sulfooxy)ethyl]mercaptosulfonic acid[SEMSA], was found to be the most active and selective and could be recycled several times without significant loss of activity. Also, scanning electron microscopy and transmission electron microscopy of the catalyst have been performed to know the internal and external morphology, size, thermo-gravimetric analysis to study the thermal stability and Fourier transform infrared spectroscopy to study the modification pattern of the catalyst have been undertaken and presented in this work. Due to its simple and inexpensive solid support, i.e. cellulose and environmentally benign toluene, ethanol and acetonitrile as solvents in three different transformations which are less toxic, easily available and less expensive than other solvents. We reported here a novel route for the synthesis of gem-bisamides, hexahydroacridine-1,8-diones and 1,8-dioxo-octahydroxanthenes

Polystyrene-supported 1-methylimidazolium tetrachloro ferrate: Synthesis, characterization, and application as an efficient and reusable heterogeneous catalyst for one-pot synthesis of 4h-chromene derivatives in aqueous media

Polystyrene-supported 1-methylimidazolium tetrachloroferrate (PS[mim][FeCl 4 ]) was prepared and characterized by Fourier transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM) and energy dispersive X-ray analysis (EDX). The catalytic activity of the heterogeneous catalyst was evaluated through one-pot synthesis of 2-amino-4 H -chromene-3-carbonitriles via the three-component condensation reaction of aromatic aldehydes, malononitrile and dimedone or 2-naphthol in water. The heterogeneous catalyst could be recovered easily and reused five times without significant loss of its catalytic activity. KEY WORDS : Green chemistry, Heterogeneous catalyst, 4 H -chromene derivatives, Multi-component reactions, One-pot synthesis Bull. Chem. Soc. Ethiop. 2018 , 32(3), 531-540. DOI: https://dx.doi.org/10.4314/bcse.v32i3.12

Nano kaolin-SO3H as a new efficient and reusable catalyst for one-pot synthesis of 2,4,5-trisubstituted imidazoles under solvent-free conditions

Nano kaolin-SO3H as a new reusable and green heterogeneous catalyst was prepared by reaction of kaolin nanoparticles with chlorosulfonic acid. This new type of solid acid which contains the properties of a Lewis acid (Al3+) and a Bronsted acid (SO3H group), was characterized by FT-IR, XRD, SEM, TEM, XRF, EDS and TGA. Nano kaolin-SO3H was used as a recoverable acidic heterogeneous catalyst for one-pot synthesis of 2,4,5-trisubstituted imidazoles via three component condensation of 1,2-diketones, various aromatic aldehydes and ammonium acetate. Short reaction time, simple work-up, high yields, solvent-free conditions and environmental friendly catalyst are some advantages of this protocol.

Nanoparticles of Organosilane-based NaHSO4 Ionic Liquid Immobilized on Silica as Reusable Heterogeneous Catalyst for One-pot Synthesis of 2-oxo-and thioxo-4-phenyl-1,2,3,4-tetrahydropyrimidines

Background: In spite of the fact that there are numerous reagents and methods to synthesize the dihydropyrimidinones via Biginelli reaction, but excellent yields, shorter reaction time and easy work-up are important factors which are not usually found together in a chemical reaction. This work aims to introduce a new reagent with above-mentioned capabilities in mild reaction conditions. Keywords: Biginelli reaction, dihydropyrimidinones, multi-component reaction, nanoparticles.

A magnetic metal–organic framework as a highly active heterogeneous catalyst for one-pot synthesis of 2-substituted alkyl and aryl(indolyl)kojic acid derivatives

A novel magnetic metal–organic framework, NiFe2O4@MOF-5, was prepared and demonstrated to be a highly efficient catalyst for the one-pot three-component reaction of aldehyde, indole, and kojic acid.

Chitosan supported Zn(II) mixed ligand complexes as heterogeneous catalysts for one-pot synthesis of amides from ketones via Beckmann rearrangement

Chitosan supported Zn(II) mixed ligand complexes have been synthesized and characterized by FT-IR, UV–Vis, TGA, XRD, FESEM, EDX, AAS and Elemental Analysis. These complexes have been found to be efficient and recyclable heterogeneous catalysts for the one-pot synthesis of amides via Beckmann rearrangement. All three complexes can be easily filtered out from the reaction medium and reused up to five times without significant loss of catalytic activity. The reported protocol is economical and novel in the sense that amides can be easily synthesized in only one-step. All products were obtained as white to off-white crystalline solids and fully characterized by 1H NMR, FT-IR and Mass Spectra.

Sulfonic acid–functionalized magnetic Fe3-xTixO4 nanoparticles: New recyclable heterogeneous catalyst for one-pot synthesis of tetrahydrobenzo[b]pyrans and dihydropyrano[2,3-c]pyrazole derivatives

ABSTRACTIn this work, titanomagnetite nanoparticles (Fe3-xTixO4) have been used as a novel suppport for the synthesis of a magnetic acidic catalyst. These nanoparticles were functionalized with sulfonic acid groups to prepare the Fe3-xTixO4@SO3H nanoparticles. The synthesized acidic nanoparticles have been explored as new and efficient recyclable heterogeneous catalyst for a one-pot, three-component synthesis of tetrahydrobenzo[b]pyrans known as 4H-chromenes and 1,4-dihydropyrano[2,3-c]pyrazoles. The structure of the catalyst was established by infrared, energy dispersive x-ray (EDX), and scanning electron microscopy analyses. The reactions proceed smoothly to furnish the respective products in excellent yields and short reaction times. The facile reaction conditions, easy isolation of the products, versatility, and easy magnetic separation and reusability of the catalyst with no significant loss of activity are the main merits of the present method.

Montmorillonite K10: An efficient organo heterogeneous catalyst for one-pot synthesis of new N,N′-alkylidene bisamide derivatives under solvent free condition

Montmorillonite K10 clay as an efficient heterogeneous catalyst for the one-pot synthesis of new N,N′-alkylidene bisamide derivatives using phenyl acetylene/1-hexyne, aromatic aldehyde and benzamide/acetamide were taken as starting materials. The desired products were obtained in good to high yields. The assistance of alkynes has been confirmed by using thin layer chromatographic (TLC) studies. All the reactions were done at 100 °C using 0.035 g of catalyst. The developed method is valid for either substituted aldehyde, thus it constitutes a general synthetic method for these kinds of compounds. In all the cases aromatic aldehydes containing electron-withdrawing groups gave shorter time than that with electron-donating groups. The salient features of the present protocol are mild reaction conditions, excellent yields, high atom economy, Eco-friendliness, easy isolation of products, recyclability and reusability of the catalyst.

Sulfonic acid-functionalized MIL-101(Cr) as a highly efficient heterogeneous catalyst for one-pot synthesis of 2-amino-4H-chromenes in aqueous medium

MIL-101(Cr)–SO3H was found to be an active heterogeneous catalyst for one-pot synthesis of 2-amino-4H-chromenes in aqueous medium.

Sulfonated carbon as a new, reusable heterogeneous catalyst for one-pot synthesis of acetone soluble cellulose acetate

A sulfonated carbon (SO3H/PhSO3H-carbon) catalyzed process was developed for the one-pot synthesis of acetone soluble-cellulose acetate (CA)viaacetylation of cellulose with acetic anhydride.