Synthesis and characterization of derivatives including thiazolidine-2,4-dione/1-H- imidazole and evaluation of antimicrobial,antioxidant, and cytotoxic properties of new synthetic heterocyclic compounds

Several new derivatives of thiazolidine-2,4-dione and 1-H-imidazole were prepared using imidazole aldehydes 6a–6f in ethanol as a solvent. Products 7a–7f were obtained in reasonable yields and great purity. The antioxidant activity for finish products was evaluated by DPPH radical scavenging activity and showed relatively good activity against ascorbic acid. Compounds 7d, 7e, and 7f had the highest antioxidant activity. Compound 7c showed the lowest amount of IC50 versus ascorbic acid. The antimicrobial activity of these compounds against gram-positive bacteria including Bacillus anthracis (B. anthracis) and Staphylococcus aureus (S. aureus) and gram-negative bacteria including Escherichia coli (E. coli) and Pseudomonas aeruginosa (P. aeruginosa) bacteria was evaluated by the inhibition zone diameter assay method, and the compounds showed moderate to low antibacterial activity. The toxicity properties of all synthesized compounds against cisplatin were investigated. Most of the compounds showed good activity against the positive control group, and the toxicity of compound 7b was higher than that of other compounds.

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Zinc–proline complex as a novel and efficient catalyst for the green synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones

A simple, efficient and green approach to the synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-diones has been developed via one-pot three-component reaction of aromatic aldehyde, malononitrile and phthalhydrazide catalyzed by zinc–proline complex (Zn[L-proline]₂) using H₂O: PEG₄₀₀?=?6: 4 as solvent. Atom economy, good to excellent yield, operational simplicity and easy workup are important features of this method.

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Design of multiple-target chemoprobe: “naked-eye” colorimetric recognition of Fe3+ and off–on fluorogenic detection for Hg2+ and its on-site applications

A novel multiple-target chemoprobe (E)-N′-((9-pentyl-9H-carbazole-3-yl)methylene)thiophene-2-carbohydrazide (CTH) was designed, successfully synthesized and employed for the detection of Hg²⁺ and Fe³⁺ ions as off–on fluorometric and colorimetric responses, respectively, in H₂O/DMF (10/90, v/v, Britton–Robinson buffer, pH 7) medium. The chemoprobe CTH demonstrated high sensitivity towards Hg²⁺ and Fe³⁺, among wide range of competitive cations with low recognition limits of 5.1 nM and 5.89 µM, respectively. The complexes of the chemoprobe CTH were synthesized and characterized by ¹H-NMR titration, FT-IR and MALDI-TOF MS techniques, which confirmed the binding stoichiometries and the possible sensing mechanisms, were suggested based on the hydrolysis reaction of C=N group. The practical utility of the chemoprobe CTH was revealed in quantification of the trace amounts of Hg²⁺ and Fe³⁺ in water samples. Also, a silica-coated test paper was used for the fluorescent monitoring of Hg²⁺, providing a novel approach for the quantitative and on-site detection in real samples. More excitingly, a smartphone application was employed for the visual detection of Fe³⁺ by recognizing the RGB (red/green/blue) of the chemoprobe CTH solution.

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Mesoporous Au/Fe2O3 catalyst for propargylamines synthesis via CH2Cl2 under visible light irradiation

The AHA coupling of amines, haloalkane and alkynes under UV visible light was achieved with a higher yield in the presence of Au/Fe₂O₃. The catalyst was prepared by two methods using different gold content and then characterized by XRD, UV–vis, BET, TEM, ICP-OES and TPR spectroscopies. A comparative study of the ordinary and photocatalytic conditions, showed that the UV visible light could activate the gold nanoparticles and lead to the formation of CH₂Cl^? and Cl^? radicals through CH₂Cl₂ fragmentation. The propargylamine was afforded at low temperature and a short time using 2% Au/Fe₂O₃. The catalyst was stable for five cycles with good photoactivity.

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Environmentally friendly synthesis of Ag/SiO2 nanoparticles using Thymus kotschyanus extract and its application as a green catalyst for synthesis of spirooxindoles

Today, plant extracts based on synthetic procedures have drawn consideration over conventional methods like physical and chemical procedures to synthesize nanomaterials. Green synthesis of nanomaterials has become an area of interest because of numerous advantages such as non-hazardous, economical, and feasible methods with a variety of applications in biomedicine, nanotechnology and nano-optoelectronics and as catalysts for various organic transformations. In this research, silver nanoparticles were deposited on the surface of nano-silica spheres by an in-situ reduction of Ag⁺ ions using an aqueous extract of Thymus kotschyanus aerial parts as a natural reducing and a capping agent. The result recorded from ultraviolet–visible (UV–Vis) spectrometer, Fourier transform infrared spectroscopy (FT-IR), thermal gravimetric analysis, scanning electron microscopy with energy-dispersive X-ray spectroscopy (SEM–EDS) and X-ray powder diffraction supports the biosynthesis and characterization of Ag/SiO₂ nanoparticles. The results indicated that the average size of Ag/SiO₂ nanoparticles is 25–60 nm. The Ag/SiO₂ nanoparticles act as an environmentally friendly heterogeneous catalyst in the synthesis of spirooxindoles via the three-component condensation reaction of isatins, activated methylene reagents, and 1,3-dicarbonyl compounds in aqueous media, and the desired products were obtained with yields ranging from 90 to 98%. The catalyst can be recovered easily and used repetitively without significant loss of catalytic activity.

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Chickpea leaf exudates (CLE) mediated Knoevenagel–Michael reactions for the synthesis of diketodiols and biscoumarins

A green, highly efficient, and eco-friendly protocol for Knoevenagel–Michael addition reaction is reported in Chickpea leaf exudates (CLE) as a naturally sourced biosurfactant. The reactions between dimedone/4-hydroxycoumarins and a variety of aryl aldehydes were carried out in presence of CLE to afford diketodiols/biscoumarins. The synthetic pathway complies with several key requirements of green chemistry principles such as the employment of natural feedstock as green reaction media, ambient temperature, atom economy along with natural biosurfactant type Bronsted acids, and recyclable and biodegradable catalyst which led to a 28-fold increase in molar efficiency versus industrial standard protocols. Its dynamic phase is confirmed by the optical microscopy technique and critical micelle concentration measurement. The notable advantages of the present protocol were simple work-up procedure, high yield within short reaction time, easy separation of products, avoiding tedious column chromatography thus making the protocol environmentally friendly, sustainable, and economical.

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A catalytic approach of blending CO2-activating MOF struts for cycloaddition reaction in a helically interlaced Cu(II) amino acid imidazolate framework: DFT-corroborated investigation

In CO₂ transformation catalysis, the synthesis of cyclic carbonates using two classes of MOF catalysts viz., zeolitic imidazolate frameworks (ZIF) and MOFs with carboxylate-capped SBUs have gained large attention. Herein we propose the strategy of employing a unified multifunctional framework formed in the metal-centered assembly of imidazole and amino-carboxylates for CO₂ transformation, such as propylene carbonate (PC) by the cycloaddition of CO₂ with propylene oxide. The framework {[Cu(L-asp)(1,4-bix)_0.5]·3H₂O}_n (CuAspBix) comprises of the amino acid building units, L-aspartic acid (L-Asp) and the flexible ligand, 1,4-bis(imidazole-1-yl methyl)benzene [1,4-Bix]. The 1,4-Bix ligand with imidazole terminals renders elongated M-M distances and flexibility in comparison with pristine ZIF materials. The cumbersome synthesis procedure poor phase purity of the bulk catalyst in solvothermal conditions were improved by a microwave-assisted synthesis, preserving the structural and physicochemical properties. Minimal energy input or room temperatures for the catalysis occurred via the synergistic participation of CuAspBix and quaternary ammonium bromide salt, demonstrated by density-functional theory computational studies to propose mechanistic pathway of the reaction. Reaction conditions were optimized by altering the parameters. The heterogeneous catalyst was reused four times without a significant change in activity.

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Preparation and photodeposition of Fe–S/TiO2@PEG nanoparticles for methylene blue and Evans blue

Here, iron, sulfur and poly(ethylene glycol) doping to TiO₂ nanoparticles toward the effect on photodegradation of the methylene blue (MB) and Evans blue (EB) was investigated. The present nanostructured photocatalysts displayed notable catalytic activity for the decomposition of colorants in water under visible light irradiation. The photocatalytic reaction constants of different samples were determined for EB and MB to be 0.007, 0.008, 0.009 and 0.01, 0.026, 0.021 1/min, respectively. The values of optical band gap for pure TiO₂, Fe–S/TiO₂, and Fe–S/TiO₂@PEG were estimated to be 3.21, 2.75, and 2.81, respectively. X-ray analysis was performed and correlated with BET, Fe–SEM, and TEM results. The lattice structure was studied by W–H (Williamson–Hall) and H–W (Halder–Wagner) methods with a different assumption in the isotropic and homogenous nature. The results revealed that the SSP model shows the most accuracy and adaption to determine the lattice structure.

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Synthesis and catalytic activity of a novel ionic liquid-functionalized metal–organic framework

In this research, a new heterogeneous catalyst is fabricated through covalent modification of iron-based metal–organic framework with ionic liquid. In more detail, using 2-aminoterephthalic acid and iron (III) chloride hexahydrate, amino-functionalized metal–organic framework has been synthesized and then reacted with 2,4,6-trichloro-1,3,5-triazine and 1,4-diazabicyclo[2.2.2]octane successively to furnish ionic liquid on metal–organic framework. The as-prepared catalyst was characterized by FTIR, TGA, BET, SEM/EDS, XRD and elemental mapping analysis and then employed for catalyzing synthesis of pyrano [2,3‐d]pyrimidines (with yields of 80–100%) from one-pot three-component reaction of aldehydes, barbituric acid and malononitrile in aqueous media. The catalytic test inferred high catalytic activity of the catalyst, superior to that of IL and metal–organic framework. Furthermore, the catalyst could be recovered and recycled for five reaction runs with preserving its morphology.

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Retrievable magnetic copper ferrite nanoparticles: an efficient catalyst for air oxidative cyclization of bisnaphthols

Herein, a green and efficient heterogeneous and photocatalytic system for the oxidation of bisnaphthols in acetonitrile under light-emitting diode will be presented. In this reaction, aerial oxygen and H₂O₂ have been used as oxidant in the presence of copper ferrite nanoparticles and N-hydroxyphthalimide as an organic co-catalyst. Copper ferrite nanoparticles were magnetically separated, the efficiency of which remained nearly unchanged up to five cycles. Magnetic copper ferrite nanoparticles were synthesized by sol–gel method and characterized by XRD, FT-IR, SEM, TEM, VSM and DRS analysis. In this project, both sets of diastereomers were formed.

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Catalytic system for the oxidation of bisnaphthols.

     

Preparation of reduced graphene oxide/montmorillonite composite hydrogel and its applications for chromium(VI) and organic compounds adsorption

A novel 3D porous reduced graphene oxide/montmorillonite composite hydrogel (rGO–MMT) was prepared by solvent method, where the MMT nanosheets were homogenously dispersed in 3D rGO hydrogel. The porous 3D structure and the high dispersion of MMT nanosheets can promote the adsorption capacity. The effects of MMT content (wt%), the initial concentration of Cr(VI) solution (C0), pH value (pH0), the adsorption dose and temperatures on the adsorption capacity of rGO–MMT for Cr(VI) ions have been investigated. The optimum pH value for Cr(VI) adsorption is 2, and the adsorption capacity increases with MMT content and adsorption temperature. The rGO–MMT composite hydrogel displays the excellent adsorption property for both the heavy metal and organic pollutants. The adsorption capacity of rGO–MMT composite hydrogel is obviously higher than those of single rGO hydrogel and MMT due to the synergistic adsorption of rGO hydrogel and MMT. The adsorption of Cr(VI) ions on the rGO–MMT composite hydrogel follows linear pseudo-second-order kinetics, and the Langmuir model describes the adsorption process much better. Thermodynamic parameters indicate that adsorption is spontaneous, favorable and endothermic in nature.

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Design and characterization of [(Et)3 N-H]FeCl4 as a nanomagnetic ionic liquid catalyst for the synthesis of xanthene derivatives under solvent-free conditions

The triethylamine-based nanomagnetic ionic liquid, [(Et)₃ N-H]FeCl₄, was synthesized, and its structural and chemical characteristics were detected. The thermogravimetric analysis indicated its high thermal stability with a decomposition temperature higher than 300 °C. Additionally, [(Et)₃ N-H]FeCl₄ was used to efficiently catalyze the synthesis of xanthene derivatives under solvent-free conditions at 120 °C. [(Et)₃ N-H]FeCl₄ was recycled and reused at least five times.

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MOFs-derived hierarchical porous carbon confining the monodisperse Ni and defective WOx for efficient and stable hydrogenolysis of cellulose to ethylene glycol

The one-pot catalytic conversion of cellulose into ethylene glycol (EG) is an attractive way of biomass utilization. However, low-cost, efficient, and stable catalysts are the premise and research challenges of industrial application. Herein, the magnetic recyclable W–Ni@C catalyst was synthesized by in-situ pyrolysis of Ni-MOFs impregnated with ammonium metatungstate. Compared with the Ni-W bimetallic catalysts prepared by the impregnation method and the sol–gel method, the W–Ni@C catalyst for cellulose hydrogenolysis reaction can achieve a higher ethylene glycol yield (67.1% vs 43.3% and 42.6%) and 100% of cellulose conversion rate. The uniformly dispersed Ni nanoparticles and abundant defective WO_x were formed in a reductive atmosphere generated in pyrolysis of Ni-MOFs, which was indispensable for the hydrogenolysis of cellulose into EG. Besides, the hierarchical porous carbon derived from organic ligands in Ni-MOFs reduces the mass transfer resistance while confining Ni nanoparticles and WO_x to prevent their leaching, effectively enhancing the stability of the W–Ni@C catalyst. Therefore, the remarkable catalytic performance, the simple and effective recovery method as well as satisfying stability would make W–Ni@C become a promising catalyst for the conversion of cellulose to EG.

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Silica-coated magnetic nanoparticles functionalized cobalt complex: a recyclable and efficient catalyst for the C−C bond formation

In this study, the Co-based catalyst was prepared by cobalt immobilization on the surface of functionalized silica-coated magnetic NPs (Fe₃O₄@SiO₂-CT-Co) as a magnetically core–shell nanocatalyst and characterized by FT-IR, TGA, XRD, VSM, SEM, TEM, EDX, EDX mapping, and ICP techniques and appraised in the Suzuki–Miyaura cross-coupling reaction under mild reaction conditions. The results displayed the superparamagnetic behavior of the Fe₃O₄ NPs core encapsulated by SiO₂ shell, and the size of the particles was estimated about 30 nm. Compared with the previously reported catalysts, the engineered Fe₃O₄@SiO₂-CT-Co catalyst provided perfect catalytic performance for the Suzuki–Miyaura cross-coupling reaction in water as a green solvent and it was much cheaper in the comparison with the traditional Pd-based catalysts. Importantly, the durability of magnetic nanocatalyst was studied and observed that it is stable under the reaction conditions and could be easily reused for at least six successive cycles without any significant decrease in its catalytic activity.

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Size-tunable green synthesis of platinum nanoparticles using chlorogenic acid

A facile green synthesis of platinum nanoparticles (PtNPs) using chlorogenic acid (CGA) as a reducing agent and stabilizing agent has been reported here for the first time to the knowledge of the authors. Well-dispersed PtNPs are synthesized in spherical shapes and are tuned in size by simply changing the molar ratio of H₂PtCl₆ to CGA, with the same salt, temperature and solvent. The average sizes of the particles were 16.9 ± 4.7, 13.3 ± 4.0, 10.8 ± 3.4, and 7.5 ± 2.3 nm, respectively, corresponding to molar ratios of the initial H₂PtCl₆/CGA of 1:1, 1:2, 1:3 and 1:4 and decreased with an increase in CGA concentration. Transmission electron microscope; energy-dispersive spectrometer; UV–visible absorption spectra (UV–Vis); and Fourier transmission infrared spectra were used to characterize the PtNPs. Additionally, the advantage of CGA for possible synergistic biological activity was studied through the in vitro antioxidant activity of PtNPs by CGA for capture of free radicals. Our results indicate that CGA is an excellent reducing and stabilizing agent in green synthesis of PtNPs, and these size-tunable PtNPs can provide potential applications in the field of biomedicines.

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Multistep synthesis,reactivity and X-ray structure of the anisole-terminated iron(II) polyhalogenoclathrochelates and their monoribbed-functionalized macrobicyclic derivatives

Multistep synthetic pathway towards a series of the anisoleboron-capped ribbed-functionalized iron(II) cage complexes was developed. Their hexachloroclathrochelate precursor was obtained by the template condensation of three dichloroglyoximate chelating ligand synthons with two molecules of 4-methoxyphenylboronic acid as a Lewis-acidic cross-linking agent on the iron(II) ion as a matrix. It easily underwent a stepwise nucleophilic substitution with S₂- and O₂-dinucleophilic aliphatic (ethanedithiolate) or aromatic (pyrocatecholate) agents, forming the stable X₂ (X?=?S or O)-six-membered ribbed substituent(s) at a quasiaromatic cage framework. Performing these reactions under the different reaction conditions (i.e., at various hexachloroclathrochelate-to-nucleophile molar ratios, a wide range of temperatures and a series of the solvents) allowed to control a predominant formation of its mono-, di- or triribbed-substituted macrobicyclic derivatives. Thus obtained iron(II) di- and tetrachloroclathrochelates can undergo their post-synthetic transformations with active nucleophilic agents. The latter complexes underwent a further nucleophilic substitution with the anionic derivative of n-butanthiol, thus giving the hexasulfide macrobicyclic compound with two functionalizing n-alkyl substituents in one of its three chelate α-dioximate fragments and two apical biorelevant anisole substituents. The obtained iron(II) clathrochelates, possessing a low-spin electronic d⁶ configuration, were characterized using elemental analysis, MALDI-TOF mass spectrometry, UV–Vis, ¹H and ¹³C{¹H} NMR spectroscopies, and by the single-crystal X-ray diffraction experiments for the hexachloroclathrochelate precursor, its dichlorotetrasulfide macrobicyclic derivative and the monoribbed-functionalized hexasulfide cage complex. In all their molecules, the encapsulated iron(II) ion is situated in the centre of its FeN₆-coordination polyhedron, the geometry of which is intermediate between a trigonal prism and a trigonal antiprism with the distortion angles φ from 21.4 to 23.4°. Halogen bonding between the polyhalogenoclathrochelate molecules in their crystals is observed.

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Design and physicochemical characterization of magnetic nano-dendritic catalysts: a novel approach for vitamin K3 selective production

High pollution, low-productivity, formation of by-products, and costly recovery of the vitamin are the challenges in common vitamin K₃ synthesis methods on the industrial scale. These have encouraged us to design and characterize novel magnetic dendrimer nanoparticles based on silica-coated iron oxide (SCIO-(l5/l8)-G_2.0) for nano-encapsulation of Pd, Mn, and Co to highly efficiently selectively synthesize vitamin K₃. The CHN, BET, ICP, AAS, TEM, FESEM, TGA, DLS, EDS and XPS techniques were employed to intensively identify the obtained dendritic catalysts. Furthermore, the chemical stability of dendritic catalysts and influence of four various experimental factors were assessed by long-term study and response surface methodology analysis, respectively. The characterization results confirmed that all dendritic catalysts have a quasi-spherical morphology with mean size 20–30 nm, which could provide abundant active sites, high specific surface area and also increase the contact efficiency between the active sites and reactants. These results illustrated that the catalytic efficiency (TOF) depend strongly on the chemical structures as well as Lewis sites and natures (SCIO-l8-G_2.0-Pd(II)?>?SCIO-l8-G_2.0-Co(II)?>?SCIO-l8-G_2.0-Mn(II)?>?SCIO-l5-G_2.0-Pd(II)).

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Suzuki–Miyaura cross-coupling reaction assisted by palladium nanoparticles-decorated zeolite 13X nanocomposite: a greener approach

Heterogeneous catalysts govern the field of catalysis due to their easy separation from a reaction mixture, reusability, and prevention of agglomeration, making them more efficient catalysts than homogeneous catalysts. Herein, we report the eco-friendly synthesis of a novel heterogeneous catalyst, viz. palladium nanoparticles (Pd NPs) decorated over zeolite 13X nanocomposite using dried fruits of Terminalia chebula Retz. as the reducing and stabilizing agent and its performance as a promising catalyst for the Suzuki–Miyaura coupling reactions. The particle size, crystallinity, morphology, and textural properties of the catalyst were identified using Fourier transform-infrared spectroscopy (FTIR), X-ray diffraction (XRD), field emission scanning electron microscopy (FESEM), high-resolution transmission electron microscopy (HR-TEM), thermal gravimetric analysis (TGA), X-ray photoelectron spectroscopy (XPS), and Brunauer–Emmett–Teller (BET) analysis which confirmed the presence of palladium nanoparticles on the surface of zeolite 13X. The FESEM images revealed the presence of spherical-shaped Pd NPs over the cubical particles of zeolite 13X. The average particle size of the palladium nanoparticles was found to be in the range of 6–7 nm and was polycrystalline in nature. From BET analysis, it was inferred that the decoration of Pd NPs decreased the surface area of zeolite 13X (615.5 m²/g to 548.334 m²/g), thus leaving pores unoccupied. This study showed the efficiency of this novel catalyst in the formation of biaryl derivatives using low palladium loadings (0.0012 mol%) giving good to excellent yields (90–99%) within short reaction times (10–225 min) with high TONs (>?79,000) and TOFs (>?21,000). Both electron-donating and electron-withdrawing aryl halides and aryl boronic acids reacted smoothly in the presence of K₂CO₃ as a base and EtOH/H₂O (1:1) as the solvent. Besides, the catalyst could be recycled and reused for 5 consecutive runs with minimal loss of its efficiency. The supremacy of this catalyst could well be exploited in future for various organic transformations.

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Effective catalysis and antibacterial activity of silver and gold nanoparticles biosynthesized by Phlogacanthus turgidus

In this work, an environmentally friendly and cost-effective synthetic method of silver nanoparticles (AgNPs) and gold nanoparticles (AuNPs) was successfully performed using aqueous extract of Phlogacanthus turgidus (PT) leaves. The biosynthesis of nanoparticles was optimized for reaction conditions including concentration of metallic ions, temperature, and time using the measurement of UV–Vis spectroscopy. The nanoparticles were well characterized by analytic techniques such as Fourier-transform infrared (FTIR) spectroscopy, X-ray diffraction (XRD), high-resolution transmission electron microscope (HR-TEM), and selected area electron diffraction (SAED). The morphological data showed that PT-AgNPs possessed the spherical shape with the size distribution ranging from 5 to 15 nm with a mean size of 10 nm while PT-AuNPs existed in the multiple shape with the size distribution ranging from 5 to 20 nm with a mean size of 12 nm. The antibacterial behavior showed that PT-AgNPs possessed high bioactivity against four bacterial strains including Bacillus subtilis, Staphylococcus aureus, Salmonella typhi, and Escherichia coli. Moreover, the catalytic activity of the biogenic nanoparticles was investigated for catalytic reduction of 2-nitrophenol, 3-nitrophenol, and rhodamine B. The kinetic data showed that the nanoparticles were excellent catalysts with potential applications for environmental treatment.

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Improved adsorption and desorption behavior of Cd on thiol-modified bentonite grafted with cysteamine hydrochloride

Clay adsorbents are considered an inexpensive and readily available solution for removing heavy metals, including cadmium, from the environment to reduce pollution. In this study, thiol-modified bentonite (SH-Bent) was prepared by grafting cysteamine hydrochloride onto natural bentonite (Bent). The effects of pH, equilibrium contact time, and temperature on the adsorption–desorption behavior of Cd²⁺ were studied, and adsorption isotherm models were applied to examine the adsorption behavior of SH-bent. SH-Bent demonstrated better performance and stability for Cd²⁺ adsorption than Bent. SH-Bent exhibited an enhanced adsorption capacity for Cd²⁺ at equilibrium of 49.3 mg/g at pH 6, 120 min, and 303 K, which was 42-fold higher than that of Bent under the same conditions. An investigation of the desorption behavior of Cd²⁺ adsorbed on Bent and SH-Bent in simulated acid rain revealed that SH-Bent has high stability, with a desorption rate of 5.73% at pH 4.5, 60 min, and 303 K, which was much lower than that demonstrated by Bent under the same conditions (45.68%). The Langmuir equation was the best-fitted adsorption isotherm model, closely followed by the Freundlich, Tempkin, and Dubinin–Radushkevich models. A significant difference in diffusion was observed between the two types of clay according to the intraparticle diffusion model. The adsorption–desorption processes of SH-Bent and Bent fit the pseudo-second-order model best among the five kinetic models examined. The information provided in this study can be used to apply thiol-modified clay for wastewater treatment or for the removal of cadmium from soil.

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