Journal of Sulfur Chemistry最新文献

{"title":"Sulfonic group functionalized task specific ionic liquid as catalyst for Biginelli reaction in water and Co2+/Ni2+ separation from their aqueous mixture","authors":"Maheen Riaz ,&nbsp;Muhammad Taha Qureshi ,&nbsp;Firdous Imran Ali ,&nbsp;Shoaib Muhammad ,&nbsp;Ahmed Bari ,&nbsp;William Henderson ,&nbsp;Imran Ali Hashmi","doi":"10.1080/17415993.2024.2440046","DOIUrl":"10.1080/17415993.2024.2440046","url":null,"abstract":"<div><div>A new hydrophobic ionic liquid 1,3-dihexylimidazolium-5-sulfosalicylate [DHIm] ⁺[5-SSA]⁻ was synthesized and characterized. The sulfonic-functionalized IL was effectively employed in the Biginelli reaction under ultrasound irradiation. The [DHIm] ⁺[5-SSA]⁻ demonstrated efficient catalytic performance yielding up to 83% product. Additionally, the application of [DHIm] ⁺[5-SSA]⁻ in selective extraction of Co²⁺ and Ni²⁺ from their aqueous mixture has been successfully carried out. High extraction efficiency was observed for Co²⁺.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 272-290"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143577456","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":"DFT, TD-DFT, QTAIM and NBO investigations of the interaction between sulfur mustard and metal porphyrins induced in carbon nanocone (M-PCNC, M = Fe2+ and Mg2+)","authors":"Esmail Vessally ,&nbsp;Bayan Azizi ,&nbsp;Qusay Husam Aziz ,&nbsp;Karrar R. Al-Shami ,&nbsp;Hayder Tariq ,&nbsp;Farnaz Behmagham ,&nbsp;Azadeh Khanmohammadi","doi":"10.1080/17415993.2025.2457347","DOIUrl":"10.1080/17415993.2025.2457347","url":null,"abstract":"<div><div>In this study, the adsorption behavior of sulfur mustard on metal porphyrins replaced in carbon nanocone (M-PCNC, M = Fe²⁺ and Mg²⁺) is explored using density functional theory (DFT) calculations. Energetics, physical parameters, and electronic properties are determined utilizing the M06-2X approach and the 6-31G(d) basis set. Based on the obtained results, the sulfur mustard exhibits strong adsorption onto the M-PCNCs, which denotes a chemisorption process between species. Furthermore, the findings suggest that the M-PCNCs are effective adsorbents in eliminating undesired sulfur mustard molecules from the surroundings. The data also show that the energy gap (or work function) of the M-PCNC structures is not affected by the adsorption of sulfur mustard, suggesting that they are unsuitable for use as sensors for the sulfur mustard in terms of electronic conductivity or work function. The UV-visible spectra of bare Fe-PCNC are also compared to its corresponding complexes, which reveals the adsorption of sulfur mustard does not alter the spectra of the Fe-PCNC and cannot act as a UV-based sensitive material for detecting sulfur mustard.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 291-311"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143576752","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 and characterization of two asymmetrical 2-cyclohexylsulfenyl-5-alkylsulfenyl[1,3,4]thiadiazoles and study the impact of substituents on the structural features, thermal behavior, and anti-bacterial activity","authors":"Nurul Fatimah Abdul Basir ,&nbsp;Mahta Ghafarikhaligh ,&nbsp;Mohd Rafie Johan ,&nbsp;Nader Ghaffari Khaligh","doi":"10.1080/17415993.2024.2420090","DOIUrl":"10.1080/17415993.2024.2420090","url":null,"abstract":"<div><div>Regarding the importance of 1,3,4-thiadiazoles due to versatile biological activity and for investigation of the symmetry impact on thermal behavior and antibacterial activity of 2,5-bisalkylsulfenyl[1,3,4]thiadiazole, two new derivatives viz. 2-cyclohexylsulfenyl-5-cyclopentylsulfenyl[1,3,4]thiadiazole and 2-cyclohexylsulfenyl-5-dodecylsulfenyl[1,3,4]thiadiazole, were synthesized through the nucleophilic substitution reaction appropriate alkyl halide with 5-cyclohexyl-3<em>H</em>-[1,3,4]thiadiazole-2-thione in ethanol under reflux conditions. The chemical structure of the products was elucidated by the physical and spectroscopic techniques. After tedious work, the suitable snow-like crystals of 2-cyclohexylsulfenyl-5-dodecylsulfenyl[1,3,4]thiadiazole for single-crystal X-ray diffraction analysis could be isolated from a mixed solvent, namely ethanol and water in volume ratio of 9:1. Then, the influence of symmetry and cyclic or non-cyclic aliphatic substituents on the important structure parameters of the 2,5-bisalkylsulfenyl[1,3,4]thiadiazole derivatives were negligible, however, those structure characteristics were different for 5–cyclohexylsulfenyl–3<em>H</em>–[1,3,4]thiadiazole–2–thione, due to its thione structure. TGA/DTA study demonstrated the effect of the symmetry and van der Waals interaction on thermal stability, and the robust influence of the pseudo hydrogen bonding NH with C = S on the melting and crystallization phase transitions was revealed by DSC analysis. The pharmacokinetics, drug-likeness, medicinal chemistry friendliness, and toxicology of three derivatives of bis-alkylsulfenyl[1,3,4]thiadiazole were evaluated by two prediction tools of SwissADME and T.E.S.T tools predicted good pharmacokinetics, drug-likeness, and anti-toxicant properties in developmental toxicity for the bis-alkylsulfenyl[1,3,4]thiadiazoles and 5–cyclohexylsulfenyl–3<em>H</em>–[1,3,4]thiadiazole–2–thione. Finally, the <em>in vitro</em> antibacterial activity of two new 2-cyclohexylsulfenyl-5-cyclopentylsulfenyl[1,3,4]thiadiazole and 2-cyclohexylsulfenyl-5-dodecylsulfenyl[1,3,4]thiadiazole against <em>S. aureus</em> and <em>E. coli</em>, confirmed them as promising anti-bacterial agent. All obtained results proved that the physicochemical, thermal, pharmacokinetic, and biological properties of 2,5-bisalkylsulfenyl[1,3,4]thiadiazoles can be tuned by selecting appropriate substituents.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 191-211"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143577460","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":"Cleaner approach and antimicrobial screening of 2-selenoacetanilides: emergence of potential agents against co-infection","authors":"Francinara Alves ,&nbsp;Rafael Oliveira ,&nbsp;Helivaldo Souza ,&nbsp;Priscila Lima ,&nbsp;Fellipe Farias ,&nbsp;Bruna Marzari ,&nbsp;Helena Coelho ,&nbsp;José Luis ,&nbsp;Petrônio Athayde-Filho ,&nbsp;Gabriela Fiss","doi":"10.1080/17415993.2024.2449383","DOIUrl":"10.1080/17415993.2024.2449383","url":null,"abstract":"<div><div>Motivated to expand the investigation of the antimicrobial profile of 2-selenocetanilides and ebselen analogue, four compounds were prepared using a cleaner method in water as a solvent. Thus, 2-selenoacetanilides were obtained by the alkylation reaction of 2-chloroacetanilides with benzoyl (or phthalylglycyl) selenoate generated <em>in situ</em> under mild conditions. New compound <strong>3a</strong> was submitted to single crystal X-ray diffraction, where only the <em>Z</em>-conformer was observed. <em>In silico</em> ADMET test was required to predicate the drug-like character of 2-selenoacetanilides, where, with exception of substituted 2-selenocetanilides that are probably mutagenic, all compounds predicted positive characteristics of lipophilicity, absorption, solubility and toxicity. Antimicrobial search for 2-selenoacetanilides was expanded, showing activity against 10 of 15 microorganisms tested, with MICs ≤ 80 µg.mL⁻¹, including a medium pathogen (<em>Cryptococcus gattii</em>), high pathogens (<em>Candida glabrata</em> and <em>C. tropicalis</em>), a critical pathogen (<em>Aspergillus fumigatus</em>), in addition to <em>Klebsiella pneumoniae</em>, known as a superbug. The results indicate the emergence of compound <strong>3a</strong> as a potential fungicidal against <em>C. gattii</em>, with MIC/MFC of 2.5 µg.mL⁻¹, in comparison to the standard drug fluconazole, as well as compound <strong>4c</strong> as a potential antimicrobial against <em>K. pneumoniae</em> and <em>C. gattii</em>, with MIC/MBC/MFC of 10 µg.mL⁻¹, <em>i.e.</em> a new candidate to combat co-infection.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 212-225"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143577458","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":"The first type of binuclear copper complex with terminal sulfide: synthesis, structural characterization, and cytotoxicity evaluation","authors":"Alaa A. Al-Yaseen ,&nbsp;Mouayed A. Hussein","doi":"10.1080/17415993.2024.2416237","DOIUrl":"10.1080/17415993.2024.2416237","url":null,"abstract":"<div><div>A novel copper complex of [Cu^II (μ₂–S)(terminal-S)(2-acetylpyrdine oxime)₂ (<strong>1</strong>) is synthesized and characterized by X-ray single-crystal diffraction. The free ligand of 2-acetylpyrdine oxime is an unexpected product obtained from a condensation reaction of p-aminobenzene sulfonamide and 2-acetylpyridine and is characterized by IR, ¹HNMR, and ¹³CNMR spectroscopic methods. X-ray crystallography showed strictly planar bridged μ₂- Cu₂(S)₂ core, and each copper(II) center exhibits distorted square pyramidal coordination geometry. The cytotoxicity of the complex was tested in vitro against esophageal cancer (SKGT-4) cell lines by metabolic tests, using 3-(4, 5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide as a reagent. Complex <strong>1</strong> showed a remarkable inhibition response in SKGT-4 cell lines.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 345-357"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143576753","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":"Thiolaryl substituted β-lactams as important capping agents for hafnia nanoparticles","authors":"Aarti Thakur ,&nbsp;Mehar Singh ,&nbsp;Preeti Garg ,&nbsp;Renu Thapar","doi":"10.1080/17415993.2024.2437392","DOIUrl":"10.1080/17415993.2024.2437392","url":null,"abstract":"<div><div>A new study on the synthesis of β-lactams functionalized hafnia nanoparticles is done. The reported work describes the utility of hydrothermal method to prepare hafnia nanoparticles coated with β-lactams. The method provides spherical NPs with dimensions of 30–50 nm and are slightly anionic. The conjugate has been found to be biologically active and well characterized by techniques like FTIR, XRD, FESEM, TEM, and EDX methods. The methodology gives a conjugate whose synthesis has not been attempted so far in the literature.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 312-323"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143576751","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, synthesis, characterization, antimicrobial evaluations and molecular docking studies of 5-(phenylcarbamoyl)pentylselenyl tethered ester, acid and trans-β-lactams","authors":"Dipika Narula ,&nbsp;Shamsher S. Bari ,&nbsp;Love Singla ,&nbsp;Aman Bhalla","doi":"10.1080/17415993.2024.2438869","DOIUrl":"10.1080/17415993.2024.2438869","url":null,"abstract":"<div><div>Herein, we unveil the utility of bis(5-phenylcarbamoylpentyl)diselenide <strong>2</strong> for obtaining unique seleno-ester viz ethyl 2-(5-(phenylcarbamoyl)pentylselenyl)ethanoate <strong>3</strong> and further transformation of <strong>3</strong> to 2-(5-(phenylcarbamoyl)pentylselenyl)ethanoic acid <strong>4</strong>. Next, time-efficient (complete in 15 min.) and stereoselective synthesis of trans-3-((5-phenylcarbamoyl)pentylselenyl)-β-lactams <strong>6a-d</strong> (52-78% yields) starting from seleno-acid <strong>4</strong> and substituted imines <strong>5a-d</strong> has been reported with relevant characterization data (FT-IR, FT-NMR (¹H, ¹³C), CHN elemental analysis). In vitro antibacterial and antifungal biological evaluation and in silico molecular docking studies exhibit a profound dependence on the nature of the functionality (functionalized selenyl- /ester / acid / <em>β</em>-lactam) anchored to 5-(phenylcarbamoyl)pentylselenyl chain. In vitro antimicrobial studies evidenced seleno-ester <strong>3</strong> and trans-seleno-<em>β</em>-lactam <strong>6c</strong> (incorporating p-methoxyphenyl substituents both at N1 and C4 atoms of the <em>β</em>-lactam ring) to be active against all tested gram positive bacterial (<em>S. aureus</em>, <em>B. subtilis</em>), gram negative bacterial (<em>E. coli</em>, P. aeruginosa) and fungal (<em>C. albicans</em>) species exhibiting 9-20 mm and 8-12 mm diameter of inhibition zones. trans-<em>β</em>-Lactam <strong>6b</strong> (with C4-phenyl and N1-p-methylphenyl groups) exhibited maximum inhibition zone diameter (14 mm against S. aureus) amongst trans-<strong>6a-d</strong>. Molecular docking results of ligand binding affinity are observed to be in well agreement with the in vitro antimicrobial results making these seleno-compounds potential candidates of medicinal importance.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 240-259"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143577461","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":"Bis(4-fluorophenylmethylsulfanyldiketones): synthesis, structure and fungicidal properties","authors":"Nail S. Akhmadiev ,&nbsp;Nailya F. Galimzyanova ,&nbsp;Tatyana V. Tyumkina ,&nbsp;Vnira R. Akhmetova","doi":"10.1080/17415993.2024.2445272","DOIUrl":"10.1080/17415993.2024.2445272","url":null,"abstract":"<div><div>A series of <em>bis</em>(4-fluorophenylmethylsulfanyldiketones) were synthesized by multicomponent thiomethylation reaction between 2,4-pentanedione, α,ω-alkanedithiols, and 4-fluorobenzaldehyde in the presence of an organocatalyst. It was found that the developed α-monosubstituted β-diketones mainly exist in the keto form. Considering the green chemistry metrics, the prospects for industrial implementation of the synthesis of target molecules were evaluated. Among the prepared <em>bis</em>-sulfanyl diketones, the highest fungicidal activity against the plant pathogenic fungi <em>Bipolaris sorokiniana</em>, <em>Fusarium oxysporum</em>, and <em>Rhizoctonia solani</em> was found for the compound containing a 4,4′-thiodibenzene spacer between the sulfur atoms in the <em>bis</em>(4-fluorophenylmethylsulfanyldiketone) molecule.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 260-271"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143577459","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":"Desulfurization of light and heavy gas oil from crudes of Kurdistan region-Iraq by oxidation and solvent extraction","authors":"Barham S. Ahmed ,&nbsp;Luqman O. Hamasalih ,&nbsp;Abdul-Salam R. Karim","doi":"10.1080/17415993.2025.2454326","DOIUrl":"10.1080/17415993.2025.2454326","url":null,"abstract":"<div><div>This study analyzes four distinct crude oil varieties from the Kurdistan Region-Iraq: Taq-Taq (TQ), Sarqala (SA), Khurmala (Kh), and Tawke (TA). Fractionation produced five categories: naphtha, kerosene, light gas oil (LGO), heavy gas oil (HGO), and fuel oil. The research focused on distillation cuts of LGO (241–300°C) and HGO (301–360°C), which contained organic sulfur compounds, contributing to environmental pollution and health hazards during combustion. Oxidative desulfurization (ODS) using hydrogen peroxide and acetic acid at 75°C for 12 hours significantly reduced sulfur content. LGO sulfur content decreased from 0.72% to 0.11% wt in SA and from 2.02% to 0.50% wt in TA, achieving desulfurization efficiencies of 84.72% and 74.25%, respectively. In HGO, sulfur content dropped from 3.67% to 1.78% wt in Kh, with 51.49% efficiency. Gas oil recovery after oxidation ranged from 92.71% to 96.28%. Solvent extraction with acetonitrile, methanol, and acetic acid further enhanced desulfurization, with pre-oxidation extraction achieving 19.42% efficiency in LGO, increasing to 86% post-oxidation. Gas chromatography with a flame photometric detector (PFPD) assessed sulfur removal, highlighting the combined effects of oxidation and extraction on sulfur compound reduction. This approach demonstrated the efficiency of ODS in mitigating sulfur-related impacts.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 324-344"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143576750","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":"Sulfoxides as electrophilic substrates in cross-coupling reactions","authors":"Rahadian Zainul ,&nbsp;Bahaa Fadhil Hamzah ,&nbsp;Hussein Ali Al-Bahrani ,&nbsp;Evan Abdulkareem Mahmood ,&nbsp;Sattar Arshadi ,&nbsp;Abdul Amir H. Kadhum ,&nbsp;Farnaz Behmagham ,&nbsp;Esmail Vessally","doi":"10.1080/17415993.2024.2446562","DOIUrl":"10.1080/17415993.2024.2446562","url":null,"abstract":"<div><div>This review surveys literature methods for the transition metal-catalyzed reaction of aryl sulfoxides as electrophilic partners to construct C-X bonds by cleavage of C–S bond. The contents in this review are arranged based on the nucleophilic source/substrates employed in the reactions. The reaction mechanisms will also be discussed.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 226-239"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143577457","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}