Journal of Sulfur Chemistry最新文献

{"title":"Divergent decomposition pathways of DMSO mediated by solvents and additives","authors":"Kaishuo Zhao ,&nbsp;Zilin Fang ,&nbsp;Shuai Peng ,&nbsp;Xixuan Zhao ,&nbsp;Yongguo Liu ,&nbsp;Baoguo Sun ,&nbsp;Hongyu Tian ,&nbsp;Sen Liang","doi":"10.1080/17415993.2023.2280671","DOIUrl":"10.1080/17415993.2023.2280671","url":null,"abstract":"<div><p>DMSO (dimethyl sulfoxide) plays an increasingly significant role in various synthetic processes by generating diverse active intermediates in situ, which actively participate in reactions. It is crucial to control the formation of these active intermediates to prevent their mutual interference during utilization. Our previous research identified methyl methanethiosulfonate (MMTS) as a major decomposition product of DMSO when catalyzed by small amounts of (COCl)₂ in CH₃CN. In the current study, we investigated how different solvents and additives can mediate the formation of MMTS. Complete avoidance of MMTS formation was achieved in 1,4-dioxane, while only trace amounts were observed in toluene, MTHF, or CHCl₃. Moreover, the decomposition pathway of DMSO in these solvents was effectively mediated through the addition of strong acids (HX, where X = TfO, ClO₄, I, Br, or Cl) or in the presence of LiI, CH₃I, or Br₂. The effects of solvents and additives on the decomposition of DMSO were explored. The possible mechanisms for the decomposition of DMSO under different conditions were proposed and discussed.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"45 3","pages":"Pages 315-329"},"PeriodicalIF":2.2,"publicationDate":"2024-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135286138","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Design of a fluorescent method by using ZnS QDs-gelatin nanocomposite for sensing toxic 2-mercaptobenzothiazole in water samples","authors":"Elham Pournamdari ,&nbsp;Leila Niknam","doi":"10.1080/17415993.2023.2297708","DOIUrl":"10.1080/17415993.2023.2297708","url":null,"abstract":"<div><p>In this study, the residue of toxic 2-mercaptobenzothiazole, a semi-volatile heteroaromatic, was extracted from wastewater using a new spectrofluorometric method. The method is based on measuring 2-Mercaptobenzothiazole the quenching effect on the fluorescence intensity of ZnS quantum dot–gelatin nanocomposite in (pH 4, λ_ex 310 and λ_em 345 nm, in time 60 s). Different factors affecting the reaction were studied and optimized. The calibration plot is linear in the concentration range of (0.05–10.0 µgL⁻¹). The relative standard deviations and the detection limit of the method were ±1.0% and 0.05 μgL⁻¹, respectively. Observed, outcomes confirmed the suitability recovery and a meager detection limit for analyzing toxic 2-Mercaptobenzothiazole in water samples. The preliminary results from this study demonstrate that this new method can be used to analyze 2-mercaptobenzothiazole in wastewater.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"45 3","pages":"Pages 408-421"},"PeriodicalIF":2.2,"publicationDate":"2024-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138947694","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Methanesulfenylation of mercaptans and β-dicarbonyls with DMSO","authors":"Xixuan Zhao ,&nbsp;Hao Wang ,&nbsp;Shuting Yin ,&nbsp;Shuai Peng ,&nbsp;Fengjiao Li ,&nbsp;Qian Zhang ,&nbsp;Yongguo Liu ,&nbsp;Baoguo Sun ,&nbsp;Hongyu Tian ,&nbsp;Sen Liang","doi":"10.1080/17415993.2023.2290269","DOIUrl":"10.1080/17415993.2023.2290269","url":null,"abstract":"<div><p>The methanesulfenylation of various mercaptans and β-dicarbonyls has been investigated using in-situ generated methyl methanethiosulfonate (MMTS) from DMSO, facilitated by a catalytic amount of (COCl)₂. Employing the MMTS solution alongside Et₃N led to the synthesis of a range of unsymmetrical disulfides with good yields. Furthermore, the introduction of [²H₆]-DMSO enabled the successful preparation of various [²H₃]-disulfides. In the case of most β-dicarbonyls, successful methanesulfenylation was accomplished using Et₃N and DBU, resulting in favorable yields.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"45 3","pages":"Pages 330-345"},"PeriodicalIF":2.2,"publicationDate":"2024-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138561903","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Sulfite esters as products of the interaction in sulfur dioxide – alkanol – tris(hydroxymethyl)aminomethane systems","authors":"Ruslan Khoma ,&nbsp;Vyacheslav Baumer ,&nbsp;Magdalina Tsapko ,&nbsp;Nadiia Fed’ko ,&nbsp;Sergey Vodzinskii ,&nbsp;Yuriy Ishkov ,&nbsp;Vladimir Gelmboldt","doi":"10.1080/17415993.2024.2322126","DOIUrl":"10.1080/17415993.2024.2322126","url":null,"abstract":"<div><p>The reaction products formed in the SO₂ – ROH – (HOCH₂)₃CNH₂ (where R – CH₃, C₂H₅, <em>n</em>-C₃H₇, <em>i</em>-C₃H₇, <em>n</em>-C₄H₉ and <em>n</em>-C₅H₁₁) systems were isolated and identified as: binary salt – ammonium <em>O</em>-methylsulfite [(HOCH₂)₃CNH₃]⁺ [CH₃OSO₂]⁻ (<strong>1</strong>); 1/1 charge transfer complex between diethyl sulfite (<strong>2</strong>) and tris(hydroxymethyl)aminomethane by S-N binding; polymorhps of zwitterionic internal salt – <em>O</em>-sulfite tris(hydroxymethyl)methylammonium (at R – <em>n</em>-C₄H₉ and <em>n</em>-C₅H₁₁); and its solvates with <em>n</em>-propanol 1/1 (<strong>3</strong>) and isopropanol 2/1. The structures of all synthesized products were confirmed by FT-IR, Raman, ¹H NMR and ¹³C NMR spectrometry, and the structure of <strong>1</strong> and <strong>3</strong> was characterized by crystal X-ray diffraction studies as well.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"45 3","pages":"Pages 395-407"},"PeriodicalIF":2.2,"publicationDate":"2024-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140006745","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Modeling stages of domino reaction of thiopyrano[4,3-b]indole-3(5H)-thiones and dimethyl acetylenedicarboxylate: a new synthetic route to γ-carbolines with thione group","authors":"Konstantin F. Suzdalev ,&nbsp;Alina V. Krachkovskaya ,&nbsp;Ekaterina A. Lysenko ,&nbsp;Oleg P. Demidov","doi":"10.1080/17415993.2023.2282667","DOIUrl":"10.1080/17415993.2023.2282667","url":null,"abstract":"<div><p>Modeling stages of the cascade reaction of thiopyrano[4,3-<em>b</em>]indole-3(5<em>H</em>)-thiones and dimethyl acetylenedicarboxylate were studied. Alkylation of thiones with alkyl halides or dimethyl sulfate affording to thiopyrano[4,3-<em>b</em>]indole-2-ium salts models the first stage of the process. The attack at the 3-position of the obtained salts by secondary amines can serve as a model for the second stage of the cascade transformation; it gives 3-benzoylindoles with thioamide-group. Reactions of thiopyrano[4,3-<em>b</em>]indole-2-ium salts with primary amines lead to a series of γ-carbolines with thione group. The action of ammonia on these salts causes dealkylation and gives thiopyrano[4,3-<em>b</em>]indole-3(5<em>H</em>)-thiones.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"45 3","pages":"Pages 364-377"},"PeriodicalIF":2.2,"publicationDate":"2024-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"134902303","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Mono-cyclopentyl substituted [1,3,4]thiadiazole thione tautomer: study of the spectroscopic, geometric, thermal, and biological properties","authors":"Nurul Fatimah Abdul Basir ,&nbsp;Mahta Ghafarikhaligh ,&nbsp;Mohd Rafie Johan ,&nbsp;Nader Ghaffari Khaligh","doi":"10.1080/17415993.2024.2302032","DOIUrl":"10.1080/17415993.2024.2302032","url":null,"abstract":"<div><p>Regarding the importance of thiol-thione tautomer structure and the existence of hydrogen bonding in thione tautomer structure and its effect on geometric, physicochemical, and biological properties, mono-cyclopentyl-substituted bismuthiol was synthesized <em>via</em> a telescopic process in a green medium. The pure product was characterized by physical and spectroscopic techniques. The suitable crystals for single crystal study were obtained after trying different solvents and mixed solvents, and long clear needle-like crystals could be isolated from a mixture of <em>n</em>-hexane and ethyl acetate (volume ratio of 8:2). The FTIR spectra of bismuthiol, 2,5-bis-cyclopentylsulfanyl-[1,3,4]thiadiazole, and 5-cyclopentylsulfanyl-3H-[1,3,4]thiadiazole-2-thione were studied to define the characteristic wavenumbers of thiol and thione structures. A possible hyper-conjugative interaction between the S–H and π bond of C=N, the existence of C=S and C–N–H. and stability of thione structure was demonstrated for the new product, which supports our prediction of thione or thiol structure using the study of IR spectra. Furthermore, the influence of change in 1,3,4-thiadiazol ring and the presence N–H functional group of thione structure on the transition phases and thermal stability of bismuthiol, bis-cyclopentyl-substituted, and mono-cyclopentyl-substituted bismuthiol were investigated using TGA/DTA and DSC profile analysis. The SwissADME tool was employed to predict the biocheminformatic information of bismuthiol, bis- and mono-cyclopentyl-substituted bismuthiols, which displayed high potential of all 1,3,4-thiadizole derivatives in pharmaceutical and medicine areas. Finally, an <em>in vit</em>ro antibacterial activity of the mono- and bis-cyclopentyl substituted bismuthiol against the gram-negative (<em>Escherichia coli</em> ATCC 25922) and gram-positive (<em>Staphylococcus aureus</em> ATCC 25923) bacterial species was conducted by the disk diffusion method with cefazolin as a blank antibiotic. The results showed superior antibacterial efficiency of both derivatives.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"45 3","pages":"Pages 378-394"},"PeriodicalIF":2.2,"publicationDate":"2024-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139421292","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Sulfonic acid-supported vanillin/bis indolylmethane-functionalized Fe3O4@SiO2-propyl NPs as green, effective, and magnetically recoverable catalysts for the synthesis of imidazoquinazolines and thiazoquinazolines","authors":"Leila Zare Fekri ,&nbsp;Zahra Mohammadi ,&nbsp;Atefeh Alijani","doi":"10.1080/17415993.2023.2253345","DOIUrl":"10.1080/17415993.2023.2253345","url":null,"abstract":"<div><p>Sulfonic acid-supported vanillin/bis indolylmethane-functionalized Fe₃O₄@SiO₂-Propyl NPs were prepared and characterized by FT-IR, XRD, FE-SEM, TEM, VSM, EDX, DLS, and TGA-DTG. The catalytic efficiency of the prepared nanoparticles was subsequently investigated for the effective synthesis of imidazoquinazolines via the one-pot condensation of 2-aminobenzimidazole, aryl aldehydes, and cyclohexanone or dimedone under solvent-free condition. Some thiazoquinazolines also were prepared via the multicomponent reaction of aldehydes, dimedone, and 2-aminobenzothiazol under solvent-free condition,. This avenue is really suitable because it makes a high yield of product, doesn’t take too long, doesn’t need harmful materials and solvents, its work-up is easy and the catalyst is reusable.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"45 2","pages":"Pages 198-216"},"PeriodicalIF":2.2,"publicationDate":"2024-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43098268","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Photocatalytic oxidative-extractive desulfurization of dibenzothiophene under simulated solar light with MoS2-CeO2/Al2O3-SiO2 nano photocatalyst: effect of CeO2 content","authors":"Sakineh Mohammadzadeh Yengejeh ,&nbsp;Somaiyeh Allahyari ,&nbsp;Nader Rahemi ,&nbsp;Sara Manuchehri ,&nbsp;Minoo Tasbihi","doi":"10.1080/17415993.2023.2300796","DOIUrl":"10.1080/17415993.2023.2300796","url":null,"abstract":"<div><p>In this paper, a visible light-driven nanophotocatalyst of MoS₂ with different amounts of CeO₂ (0%, 8%, 16%, 24%, and 32% wt.) was impregnated on SiO₂-Al2O₃. The physicochemical properties of synthesized photocatalysts were investigated by XRD, FESEM, TEM, UV-Vis DRS, PL, BET-BJH, ICP-OES, EDX, and FTIR analyses. While the size of particles in all samples was in the nanoscale range, the sample with 8% wt. of CeO₂ indicated the narrowest particle size distribution. UV-Vis DRS and PL analyses confirmed that adding CeO₂ to the MoS₂/SiO₂-Al₂O₃ photocatalyst increased the amount of light absorption and decreased the recombination rate of charge carriers. Among CeO₂-containing samples, the sample with 8% wt. of CeO₂ illustrated the lowest recombination rate and the narrowest bandgap energy of 2.9 eV. The MoS₂-CeO₂/SiO₂-Al₂O₃ photocatalyst with 8% wt. of CeO₂ had the highest adsorption of DBT in dark conditions (29.93%), the highest photodegradation (96.9%) after 3 h of visible light irradiation and good stability after five consecutive runs. Meanwhile, total sulfur measurement indicated that using this sample and the extraction afterward, the model fuel has lost 96% of its sulfur content which confirms the excellent ability of acetonitrile-assisted extraction in gathering desulfurization products from the fuel.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"45 2","pages":"Pages 250-271"},"PeriodicalIF":2.2,"publicationDate":"2024-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139374779","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis, cytotoxic evaluation, molecular docking studies and drug-likeness analysis of some novel 2-[(9-ethyl-9H-carbazol-3-yl)imino]thiazoles/thiazolidinones","authors":"Noha M. Hassanin ,&nbsp;Tarik E. Ali ,&nbsp;Somaia M. Abdel-Kariem","doi":"10.1080/17415993.2024.2302013","DOIUrl":"10.1080/17415993.2024.2302013","url":null,"abstract":"<div><p>A novel series of some 2-[(9-ethyl-9<em>H</em>-carbazol-3-yl)imino]thiazoles/thiazolidinones was synthesized and established by spectroscopic tools and elemental analysis. The synthetic strategy depended on cyclization of 1-(9-ethyl-9<em>H</em>-carbazol-3-yl)-3-phenylthiourea (<strong>2</strong>) with different α-halocarbonyl compounds and some carbon electrophiles under mild reaction conditions. All products were screened for their in <em>vitro</em> cytotoxic activities toward three human cancer cell lines (MCF-7, HepG-2 and HCT-116). Interestingly, the particular carbazolyl derivatives 7, 13, 14 and 16 exhibited promising cytotoxicity results against all the evaluated cell lines. Also, molecular docking studies for the highly bioactive compounds were achieved to investigate the binding mode toward (VEGFR-2-KDR) receptor. Moreover, anticancer results were validated computationally by applying SwissADME server.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"45 2","pages":"Pages 272-292"},"PeriodicalIF":2.2,"publicationDate":"2024-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139459381","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Integrated oxidative-adsorptive desulfurization of model and real fuel oils over a Zn-impregnated hydroxyapatite-activated carbon (Zn/HA-AC) composite","authors":"Taj Muhammad ,&nbsp;Waqas Ahmad ,&nbsp;Imtiaz Ahmad ,&nbsp;Muhammad Yaseen","doi":"10.1080/17415993.2023.2264439","DOIUrl":"10.1080/17415993.2023.2264439","url":null,"abstract":"<div><p>Herein, a Zn-impregnated hydroxyapatite-activated carbon (Zn/HA-AC) composite catalyst was fabricated and was, in turn, applied for the desulfurization of a model and real oil samples via the integrated adsorptive-oxidative desulfurization strategy. Activity results revealed that Zn/HA and AC (25:75) realized 76.7% dibenzothiophene (DBT) adsorptive desulfurization at 50 °C in 60 min reaction time at an adsorbent dose of 0.14 g/20 mL of feed. Zn/HA-AC(25:75) composite catalyst was characterized by Fourier transform infrared spectroscopy, X-ray diffraction, energy-dispersive X-ray analysis, and scanning electron microscopy analysis. In the oxidative desulfurization (ODS) combined with adsorptive desulfurization experiments, under the optimum conditions of 45 ^oC temperature for 60 min and a catalyst dose of 0.1 g/20 mL of feed using H₂O₂ and HCOOH, Zn/HA-AC (25:75) achieved 93% DBT conversion. Under these optimized experimental parameters, the adsorptive desulfurization and catalytic ODS performance (% DBT conversion) of Zn/HA-AC (25:75) for real gasoline, kerosene, and diesel oil reached 18, 31 and 15%, and 31.66, 55.31 and 11.19%, respectively. Contrary to this, under the integrated catalytic-oxidative-adsorptive experiments, the desulfurization performance of Zn/HA-AC (25:75) for gasoline, kerosene, and diesel oil reached 61, 41, and 34%, respectively.</p></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"45 2","pages":"Pages 217-238"},"PeriodicalIF":2.2,"publicationDate":"2024-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135197889","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}