Sulfur Containing Research Articles

Synthesis of Trifluoromethylthio Compounds from Sulfur Containing Precursors

The trifluoromethylthio group (–SCF3) exhibits several distinctive physicochemical properties and can alter the molecular lipophilicity and other pharmacokinetic properties of functional molecules. Moreover, its potent electron‐withdrawing capability confers enhanced metabolic stability to functional molecules. Molecules containing trifluoromethylthio groups are extensively applied in the synthesis of pharmaceuticals or agrochemicals and have garnered significant attention in recent years. The synthetic routes to trifluoromethylthio groups primarily fall into two categories: direct introduction of –SCF3 into target molecules, and indirect construction of –SCF3 through the introduction of –CF3 into sulfur containing precursors. In this review, we delineate approaches developed over the past seven years for the indirect construction of SCF3 groups via electrophilic, nucleophilic, radical, or other types of reactions involving –CF3 groups and sulfur‐containing precursors. These reactions are classified into seven categories depending on the employed: thiols, disulfides, thiosulfates, sodium sulfinates, sulfonyl chlorides, sulfoxides, and other sulfur‐containing precursors.

Mechanistic Insights into the Evolution of Graphitic Carbon from Sulfur Containing Polar Aromatic Feedstock.

In the realm of carbon fiber research, a variety of structural configurations is noted, comprising crystalline, noncrystalline, and semicrystalline forms. Recent investigations into this domain have revealed an array of intriguing phases of carbon, among which amorphous graphite is the most notable for its unique mechanical, thermal, and electrical properties that arise from its inherent topological disorders. In this study, we utilized the ReaxFF molecular dynamics (MD) simulations to investigate the carbonization and graphitization processes involved in the production of amorphous graphite from benzothiophene, a sulfur-containing polar aromatic precursor. We developed C/H/S ReaxFF force field parameters to describe the high-temperature chemistry of benzothiophene. Our investigation reveals the reaction mechanisms, providing critical insights into the underlying chemical processes toward the formation of amorphous graphite and the structural characteristics of the end products. The formation of volatile gaseous molecules and their continuous elimination led to the development of noncontinuous layered graphite structures analogous to amorphous graphite consisting of pentagons, hexagons, and heptagons. These findings offer unprecedented insights into the carbonization and graphitization processes of sulfur-containing heavy-end aromatic feedstock. This knowledge lays the groundwork for advancing synthesis methods and developing amorphous graphite materials with specific properties.

Sequential Chemical and Biological Desulphurization of High Sulfur Containing Pakistani Coal

Coal is a rich and affordable source of energy that is extensively used for different industrial purposes. However, its extensive utilization have caused a number of environmental problems. Especially, the release of different oxides of sulfur during combustion have resulted in the ongoing acid rain and global warming issues. To tackle the issue, sequential chemical and biological technologies were applied for the desulfurization of a coal sample, collected from Shahrag coal mines, in Baluchistan, Pakistan. The coal was initially de-pyritized with a 15% nitric acid (HNO3) solution. The chemically treated coal was subsequently biodesulfurized with iron oxide (Fe3O4) coated bacterial consortium IQMJ-5. The de-pyritized and biodesulfurized coal was analyzed with proximate, ultimate, FTIR, XRD, and EDX analysis. The calorific value was determined through an oxygen bomb analyzer. Following desulfurization, about 61% organic sulfur and 86.57% total sulfur were removed from the coal sample. Similarly, an increase of about 93 kcal/kg in the calorific value was detected after the treatment. These results clearly depicts the potentiality of the technology for the desulfurization of fossil fuels at the industrial scale.

Photocurable Hypervalent Fluorinated Sulfur Containing Thin Films with Remarkable Hardness and Modulus.

Novel tetrafluoro-λ6-sulfanyl-containing oligomers prepared by visible light-promoted addition of 1,4-(bis-chlorotetrafluoro-λ6-sulfanyl) benzene or 1,3-(bis-chlorotetrafluoro-λ6-sulfanyl) benzene to either 1,4-diethynyl benzene or the 1,3-diethynyl isomers form hard, stress resistant thin films on spin casting. The isomeric oligomers were utilized to establish a structure-function relationship for the mechanical properties of films prepared from the oligomers. The Young's moduli of 145-nm-thick cured films could reach 60 GPa. The measured hardnesses, between 1.57 and 2.77 GPa, were more than double those of polymethyl methacrylate (PMMA) films. Curing of the tetrafluoro-λ6-sulfanyl-containing polymer films by UV irradiation resulted in coatings that exhibited remarkable hardness and modulus with good surface adhesion to silicon.

Design of Synthetic Strategies towards Sulfur Containing Scaffolds

AbstractThe utilization of sulfur heterocycles in organic synthesis has attracted significant attention due to their wide-ranging applications. This review showcases the syntheses of diverse sulfur heterocycles embedded with amino acid derivatives, polycycles, spirocycles, cyclophanes, and other complex scaffolds. The reported methods extend beyond compound synthesis and highlight the use of different sulfur reagents for constructing sulfur heterocycles. This Review also discusses the utility of a variety of sulfur-containing starting materials for the generation of complex target molecules.1 Introduction2 Potassium Thioacetate3 Thiazolidine-2,4-dione4 Rhodanines5 Sodium Sulfide6 Thiotetronic Acid7 Thiadiazoles8 Thiophene9 Rongalite10 Sulfur Dioxide11 Divinyl Sulfone12 Sulfur Heterocycles Based on Boronic Acids13 Miscellaneous14 Summary

Porphyrin and Its Co-Doped Complex-Based Sensor Devices for Nitrogen and Sulfur Containing Environmental Toxic Gases

Porphyrin and Its Co-Doped Complex-Based Sensor Devices for Nitrogen and Sulfur Containing Environmental Toxic Gases

Chemoselective Heterogeneous Hydrogenation of Sulfur Containing Quinolines under Mild Conditions.

Sulfur, alongside oxygen and nitrogen, holds a prominent position as one of the key heteroatoms in nature and medicinal chemistry. Its significance stems from its ability to adopt different oxidation states, rendering it valuable as both a polarity handle and a hydrogen bond donor/acceptor. Nevertheless, the poisonous nature of its free electron pairs makes sulfur containing substrates inaccessible for many catalytic protocols. Strong and (at low temperatures) irreversible chemisorption to the catalyst's surface is in particular detrimental for heterogeneous catalysts, possessing only few catalytically active sites. Herein, we present a novel heterogeneous Ru-S catalyst that tolerates multiple sulfur functionalities, including thioethers, thiophenes, sulfoxides, sulfones, sulfonamides, and sulfoximines, in the hydrogenation of quinolines. The utility of the products was further demonstrated by subsequent diversifications of the sulfur functionalities.

Recent Studies of Nitrogen and Sulfur Containing Heterocyclic Analogues as Novel Antidiabetic Agents: A Review.

The prevalence of diabetes mellitus is on the rise, which demands the identification of novel antidiabetic drugs. There is a need for safer and more effective alternatives because the therapy methods now available to manage diabetes have limits. Due to their diverse pharmacological characteristics, heterocyclic molecules with nitrogen and Sulfur atoms have become intriguing candidates in medicinal chemistry. These substances have a wide variety of structures that can be customized to target different pathways associated with diabetes and can affect important biological targets involved in glucose homeostasis. This review provides a thorough summary of the most recent studies on heterocyclic analogues of nitrogen and Sulfur as prospective antidiabetic agents. This review examines the variety of their structural forms, their methods of action, and assesses the results of preclinical and clinical investigations on their effectiveness and safety. Additionally, further optimization and development of innovative antidiabetic medications are highlighted, as well as the difficulties and prospects for the future in utilizing the therapeutic potential of these analogues. This study seeks to stimulate additional investigation and cooperation between researchers and medicinal chemists, promoting improvements in the creation of efficient and secure antidiabetic medicines to fulfill the needs in the management of diabetes.

A Sulfur Containing Melanogenesis Substrate, N-Pr-4-S-CAP as a Potential Source for Selective Chemoimmunotherapy of Malignant Melanoma

N-propionyl-4-S-cysteaminylphenol (N-Pr-4-S-CAP) is a substrate for tyrosinase, which is a melanin biosynthesis enzyme and has been shown to be selectively incorporated into melanoma cells. It was found to cause selective cytotoxicity against melanocytes and melanoma cells after selective incorporation, resulting in the induction of anti-melanoma immunity. However, the underlying mechanisms for the induction of anti-melanoma immunity remain unclear. This study aimed to elucidate the cellular mechanism for the induction of anti-melanoma immunity and clarify whether N-Pr-4-S-CAP administration could be a new immunotherapeutic approach against melanoma, including local recurrence and distant metastasis. A T cell depletion assay was used for the identification of the effector cells responsible for N-Pr-4-S-CAP-mediated anti-melanoma immunity. A cross-presentation assay was carried out by using N-Pr-4-S-CAP-treated B16-OVA melanoma-loaded bone marrow-derived dendritic cells (BMDCs) and OVA-specific T cells. Administration of N-Pr-4-S-CAP induced CD8+ T cell-dependent anti-melanoma immunity and inhibited the growth of challenged B16F1 melanoma cells, indicating that the administration of N-Pr-4-S-CAP can be a prophylactic therapy against recurrence and metastasis of melanoma. Moreover, intratumoral injection of N-Pr-4-S-CAP in combination with BMDCs augmented the tumor growth inhibition when compared with administration of N-Pr-4-S-CAP alone. BMDCs cross-presented a melanoma-specific antigen to CD8+ T cells through N-Pr-4-S-CAP-mediated melanoma cell death. Combination therapy using N-Pr-4-S-CAP and BMDCs elicited a superior anti-melanoma effect. These results suggest that the administration of N-Pr-4-S-CAP could be a new strategy for the prevention of local recurrence and distant metastasis of melanoma.

Selective Removal of Hexavalent Chromium by Novel Nitrogen and Sulfur Containing Cellulose Composite: Role of Counter Anions

Exploiting an adsorbent with superb selectivity is of utmost importance for the remediation of Cr (VI)-laden wastewater. In this work, a novel nitrogen and sulfur functionalized 3D macroporous cellulose material (MPS) was prepared by homogeneous cross-link cellulose and polyvinylimidazole, followed by ion exchange with MoS42-. MPS exhibited high removal efficiency at a broad pH range (1.0-8.0) and large adsorption capacity (379.78 mg/g) toward Cr (VI). Particularly, outstanding selectivity with an enormous partition coefficient (1.01 × 107 mL/g) was achieved on MPS. Replacing MoS42- with Cl- and MoO42- led to a sharp decline in adsorption selectivity, demonstrating that MoS42- contributed substantially to the selectivity. Results of FTIR, XPS, and apparent kinetic analysis revealed that Cr (VI) was first pre-enriched on the MPS surface via electrostatic and dispersion forces, and then reacted with MoS42- to generate Cr (III), which deposited on MPS by forming Cr(OH)3 and chromium(III) sulfide. This study provides a new idea for designing adsorbents with a superior selectivity for removing Cr (VI) from sewage.

Effects of Sulfur Containing Glycine Imine Derivatives Compounds on Multidrug Resistance Proteins (MRPs) and Apoptosis Mechanism in MCF-7 and DLD-1 Cell Lines

Effects of Sulfur Containing Glycine Imine Derivatives Compounds on Multidrug Resistance Proteins (MRPs) and Apoptosis Mechanism in MCF-7 and DLD-1 Cell Lines

The Study of the Impact of Iron and Sulfur Containing Additives on the Strength Properties of Sulfur Containing Binders

In the present paper, there were considered the issues of developing optimal compositions and the study of the impact of sulfur addition on strength properties of sulfur containing binders for building materials. The purpose of the research is the development of scientific principles of physical and chemical mechanics for detoxification of wastes produced by oil-processing and metallurgical industries while obtaining sulfur containing binders with enhanced adhesive and strength properties altered by the directed mechanochemical effects. While carrying out the scientific research, there have been used standard measurement methods and the methods of analysis of physical and mechanical properties of sulfur containing binding compositions obtained by the contemporary methods of analysis and testing equipment. As the result of the research, new binding substances with improved adhesive properties have been obtained and sulfur containing structural materials with the complex of enhanced physical and mechanical properties have been developed on their basis.

Synthesis and Anticancer Evaluation of Sulfur Containing 9-anilinoacridines.

DNA topoisomerases are a class of enzymes that play a critical role in fundamental biological processes of replication, transcription, recombination, repair and chromatin remodeling. Amsacrine (m-AMSA), the best-known compound of 9-anilinoacridines series, was one of the first DNA-intercalating agents to be considered a Topoisomerase II inhibitor. A series of sulfur-containing 9-anilinoacridines related to amsacrine were synthesized and evaluated for their anticancer activity. Cell viability was assessed by the MTT assay. The topoisomerase II inhibitory assay was performed using the Human topoisomerase II Assay kit, and flow cytometry was used to evaluate the effects on the cell cycle of K562 cells. Molecular docking was performed using the Schrödinger Maestro program. Compound 36 was found to be the most cytotoxic of the sulfide series against SW620, K562, and MCF-7. The limited SAR suggested the importance of the methansulfonamidoacetamide side chain functionality, the lipophilicity, and the relative metabolic stability of 36 in contributing to the cytotoxicity. Topoisomerase II α inhibitory activity appeared to be involved in the cytotoxicity of 36 through the inhibition of decatenation of kinetoplast DNA (kDNA) in a concentration- dependent manner. Cell cycle analysis further showed Topo II inhibition through the accumulation of K562 cells in the G2/M phase of the cell cycle. The docking of 36 into the Topo II α-DNA complex suggested that it may be an allosteric inhibitor of Topo II α. Compound 36 exhibits anticancer activity by inhibiting topoisomerase II, and it could further be evaluated in in vivo models.

Sulfur Containing High Refractive Index Poly(arylene Thioether)s and Poly(arylene Ether)s

A series of novel sulfur containing high refractive index linear and branched poly(arylene thioether)s and linear poly(arylene ether)s were synthesized via nucleophilic substitution reactions. The sulfur content was varied in each polymer structure, and the physico-chemical properties of the polymer were investigated with respect to sulfur and aromatic content. The polymers prepared exhibited transparency as high as 90% in the visible region and an RI of more than 1.70 at 589 nm. These properties along with high thermal stability (Td5% up to 530 °C), excellent mechanical properties with tensile strength as high as 63 MPa and Young’s modulus being 2.33 GPa, and ease of processability into thin films make the prepared series of polymers good candidates to be successfully applied in opto-electronic devices.

Valorization of Sugarcane Bagasse to Sulfur Containing Graphene: Chemistry and Mechanism

ABSTRACT It is well established that natural occurring carbonaceous materials play a key role in the development of graphene derivatives. In this context, sugarcane bagasse fibers were explored for the development of sulfur-containing graphene (S-graphene) in the presence of sodium bisulfite (NaHSO3), bypassing inert atmosphere. The cellulose and hemicellulose contents of bagasse fibers were found to be crucial for the formation of few layered nanosheets of graphene. The results showed that NaHSO3 not only facilitated the insertion of sulfur within the graphitic planes, but also prevented the attack of oxygen at low temperatures during cyclization and aromatization of glucose moieties present in the bagasse fibers. It indicated that bagasse fibers could be one of the versatile carbonaceous precursors to produce graphene and its derivatives.

Characterization of Vanadium and Sulfur Containing Compounds of Kazakhstan Petroleum Vacuum Residuum

In the paper, bulk property and chemical composition of Kazakhstan vacuum residuum were characterized. Sulfides and thiophenes were selectively isolated from the residuum and characterized by Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR MS). Molecular weights of the sulfur compounds were varied from 150 to 800 Da and S1 , S2 , O1S1 , O2S1 , N1S1 class species were assigned in the heavy oil derived methylsulfonium. Vanadyl porphyrins characterized by positive-ion electrospray ionization and FT-ICR MS, which showed that etioporphyrins (ETIO) (CnH2n-28N4V1O1 , corresponding to DBE = 17) and deoxophylloerythroetioporphyrins (DPEP) (CnH2n-30N4V1O1, corresponding to DBE = 18). It should be noted that the vanadyl porphyrins were most abundant.

Synthesis of β-Octaethylporphyrin Conjugates with Nitrogen and Sulfur Containing Heterocycles

Synthesis of β-Octaethylporphyrin Conjugates with Nitrogen and Sulfur Containing Heterocycles

Effects of a Reactive Phosphorus-Sulfur Containing Flame-Retardant Monomer on the Flame Retardancy and Thermal and Mechanical Properties of Unsaturated Polyester Resin.

A novel reactive phosphorus and sulfur-containing monomer (bis(acryloxyethyldiphenylphosphate)sulfone, BADPS) was synthesized to enhance the comprehensive performance of unsaturated polyester resin (UPR), and corresponding flame-retardant unsaturated polyester resins (FR-UPRs) with various amounts of BADPS were prepared by radical bulk polymerization. The flame retardancy and thermal and mechanical properties of the UPR samples were investigated by limiting oxygen index (LOI) measurements, cone calorimetry, differential scanning calorimetry (DSC), a thermogravimetric analysis (TGA), and a tension test. The results showed that the introduction of BADPS remarkably enhanced the flame resistance and high-temperature stability, as well as the tensile performance of UPR. Scanning electron microscopy (SEM), Fourier transform infrared (FTIR), and Raman spectroscopy studies revealed that BADPS can efficaciously promote the formation of UPR char residue with an improved microstructure and increased graphitization degree, which enhancedthe high-temperature stability and char yield of UPR. Additionally, a thermogravimetry-Fourier transform infrared (TG-FTIR) analysis corroborated that the evolution of combustible volatiles from UPR decomposition was substantially restrained by the incorporation of BADPS, which is beneficial for the suppression of fire hazards in UPR.

Photosensitive Hypervalent Fluorinated Sulfur Containing Polymers for Light Sensitive Applications

Photochemical initiation of polymerization by visible or broadband ultraviolet irradiation of a mixture of 1,4-(bis-chlorotetrafluoro-λ6-sulfanyl) benzene and 1,4-diethynyl benzene forms light responsive polymers. The novel polymers have a trans-tetrafluoro-λ6-sulfanyl (tetrafluorosulfanyl, SF4) group backbone and are sensitive to electron beam (EB) and extreme ultraviolet (EUV) irradiation. Both EB lithography and EUV contrast experiments demonstrate the sensitivity of the polymer films to short wavelength irradiation.

Electrochemical Sensors Modified with Combinations of Sulfur Containing Phthalocyanines and Capped Gold Nanoparticles: A Study of the Influence of the Nature of the Interaction between Sensing Materials.

Voltametric sensors formed by the combination of a sulfur-substituted zinc phthalocyanine (ZnPcRS) and gold nanoparticles capped with tetraoctylammonium bromide (AuNPtOcBr) have been developed. The influence of the nature of the interaction between both components in the response towards catechol has been evaluated. Electrodes modified with a mixture of nanoparticles and phthalocyanine (AuNPtOcBr/ZnPcRS) show an increase in the intensity of the peak associated with the reduction of catechol. Electrodes modified with a covalent adduct-both component are linked through a thioether bond-(AuNPtOcBr-S-ZnPcR), show an increase in the intensity of the oxidation peak. Voltammograms registered at increasing scan rates show that charge transfer coefficients are different in both types of electrodes confirming that the kinetics of the electrochemical reaction is influenced by the nature of the interaction between both electrocatalytic materials. The limits of detection attained are 0.9 × 10−6 mol∙L−1 for the electrode modified with the mixture AuNPtOcBr/ZnPcRS and 1.3 × 10−7 mol∙L−1 for the electrode modified with the covalent adduct AuNPtOcBr-S-ZnPcR. These results indicate that the establishment of covalent bonds between nanoparticles and phthalocyanines can be a good strategy to obtain sensors with enhanced performance, improving the charge transfer rate and the detection limits of voltammetric sensors.