Phosphorus, Sulfur, and Silicon and the Related Elements最新文献

{"title":"In situ formation of the electrophilic phenylselenenyl sulfate triggered by light","authors":"","doi":"10.1080/10426507.2024.2349315","DOIUrl":"10.1080/10426507.2024.2349315","url":null,"abstract":"<div><div>Ammonium persulfate is a mild oxidant capable of oxidizing the selenium-selenium bond through thermal activation or under drastic acid catalysis. In this paper we highlight that this reaction can be activated photochemically, starting from diphenyl diselenide in the absence of any organic or and/or metallic photocatalyst or additive. The protocol was applied to a well-known panel of selenoalkoxylation reactions and the obtained results clearly indicate the involvement of an electrophilic selenium reagent.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 6","pages":"Pages 470-477"},"PeriodicalIF":1.4,"publicationDate":"2024-06-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140927448","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Probing the limits of tetraalkylthiuram disulfide synthesis by direct reaction of secondary amines with CS2: The structures of Cy2NC(S)SSC(S)NCy2 and Cy2NC(S)SSSSC(S)NCy2","authors":"Saikat Mishra ,&nbsp;Gayathri Ragunathan ,&nbsp;Joel T. Mague ,&nbsp;Xiaodong Zhang ,&nbsp;James P. Donahue","doi":"10.1080/10426507.2024.2396436","DOIUrl":"10.1080/10426507.2024.2396436","url":null,"abstract":"<div><div>Reaction of Cy₂NH with CS₂ in NaOH/H₂O, followed by oxidation with I₂, yields a complex mixture that includes the tetracyclohexylthiuram disulfide, Cy₂NC(S)SSC(S)NCy₂, in mixture with S₈ and the tetrasulfide Cy₂NC(S)SSSSC(S)NCy₂. Direct reaction of 2 eq of Cy₂NH with CS₂ in EtOH, followed by I₂ oxidation, does not yield isolable Cy₂NC(S)SSC(S)NCy_2, even though other tetraalkylthiuram disulfides are effectively produced by this protocol. Deprotonation of Cy₂NH with <em>t</em>BuLi, followed by treatment with CS₂ and then oxidative coupling with I₂ yields Cy₂NC(S)SSC(S)NCy₂ in ∼74% yield, suggesting secondary amines that are branched at the α carbon may generally require this lattermost approach to the corresponding tetraalkylthiuram disulfide. Evaporation of an Et₂O solution of the crude product mixture obtained from the CS₂/NaOH/H₂O reaction yielded a triclinic form of Cy₂NC(S)SSC(S)NCy₂, which contained two independent molecules in its asymmetric unit with opposite <em>C</em>₂ handedness. This same product mixture contained Cy₂NC(S)SSSSC(S)NCy₂, which was identified crystallographically in monoclinic <em>C</em>2/<em>c</em> and is the first such tetrasulfide to be characterized by X-ray diffraction. A second polymorph of Cy₂NC(S)SSC(S)NCy₂, obtained by evaporation of an acetone solution, is disordered across a mirror plane in monoclinic <em>P</em>2₁/<em>m.</em> This monoclinic polymorph of Cy₂NC(S)SSC(S)NCy₂ is the only tetraalkylthiuram disulfide found to crystallize on a mirror plane.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 6","pages":"Pages 512-519"},"PeriodicalIF":1.4,"publicationDate":"2024-06-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142198078","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Removal of an organophosphate insecticide from aqueous media using phyllosilicate clay: multivariable optimization, nonlinear kinetic modelling and thermodynamic study","authors":"Hadjer Mamine ,&nbsp;Mourad Boukachabia ,&nbsp;Hacene Bendjeffal ,&nbsp;Amel Aloui ,&nbsp;Toufek Metidji ,&nbsp;Abdelkrim Djebli ,&nbsp;Yacine Bouhedja","doi":"10.1080/10426507.2024.2396443","DOIUrl":"10.1080/10426507.2024.2396443","url":null,"abstract":"<div><div>The excessive and irrational use of organophosphate insecticides in our lives has resulted in a serious environmental problem, necessitating the proposal of novel and cost-effective plans to remove these organophosphate insecticides from agricultural or industrial wastewater. In this approach, we investigated the use of <em>phyllosilicate clay</em> as a low-cost and environmentally friendly adsorbent to eliminate an organophosphate insecticide (<em>Diazinon DZN</em>) from an aqueous medium. To achieve an adequate elimination of this insecticide from contaminated water, three main parameters including clay dose (<span><math><mrow><msub><mrow><mi>D</mi></mrow><mrow><mi>c</mi></mrow></msub></mrow></math></span>) (0.1–1.5 g L⁻¹), medium <em>pH</em> (5–9), and initial <em>DZN</em> concentrations (<span><math><mrow><msub><mrow><mi>C</mi></mrow><mrow><mtext>DZN</mtext></mrow></msub></mrow></math></span>) (55–40 mg L⁻¹) were optimized using a multivariable optimization based on Box-Behnken Design (BBD). The response surface method (RSM) and composite desirability function technique were used to find the ideal conditions for the three input variables and the adsorption amount (<span><math><mrow><msub><mrow><mi>Q</mi></mrow><mrow><mi>e</mi></mrow></msub></mrow><mo>)</mo></math></span> was selected as the output variable. The higher adsorption amount (<span><math><mrow><msub><mrow><mi>Q</mi></mrow><mrow><mtext>max</mtext></mrow></msub></mrow><mo>)</mo></math></span> was achieved with an adsorbent amount of 1.5 g L⁻¹ in an acidic medium (pH = 5) at room temperature and a <em>Diazinon</em> initial dose of 25.85 mg L⁻¹, with a maximum adsorbent loading of 12.20 mg g⁻¹. The nonlinear modeling study showed that the adsorption kinetics of <em>Diazinon</em> follows the pseudo-second-order model. The thermodynamic study shows that the <em>DZN</em> removal process is exothermic, spontaneous, and of a stable configuration.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 6","pages":"Pages 536-549"},"PeriodicalIF":1.4,"publicationDate":"2024-06-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142198081","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Topological characterization of PETAA and bismuth(III) iodide: Flair drug carriers and therapeutic agents","authors":"Guofeng Yu ,&nbsp;Sahar Aftab ,&nbsp;Sadia Noureen ,&nbsp;Adnan Aslam ,&nbsp;Fairouz Tchier","doi":"10.1080/10426507.2024.2384730","DOIUrl":"10.1080/10426507.2024.2384730","url":null,"abstract":"<div><div>Dendrimers recently emerged as a strong category of nanoparticles in the realm of nanomedicine due to their distinct structural properties. In order to bring the medications to mark the carrier vehicle, a specific design with the right qualities (topological invariants) might be targeted using the physical chemistry of dendrimers. Topological descriptors of chemical networks are numeric numbers that allow us to obtain information about a compound’s structure and expose its underlying properties without the requirement for validation. In this work, we have computed the atom-bond connectivity index (ABC) and the atom-bond sum-connectivity index (ABS) of bismuth(III) iodide and PETAA dendrimer. A graphical comparison is given at the end to study the behavior of these two topological indices for bismuth (III) iodide and PETAA dendrimer.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 6","pages":"Pages 496-504"},"PeriodicalIF":1.4,"publicationDate":"2024-06-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141935512","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"A novel [4 + 2] cycloaddition reaction involving Lawesson’s reagent. Structure and specific fragmentations of a new cyclic 1,2-thiaphosphinane-4-one","authors":"","doi":"10.1080/10426507.2023.2281477","DOIUrl":"10.1080/10426507.2023.2281477","url":null,"abstract":"<div><div>A crude morpholine enamine of acetone treated with Lawesson’s reagent unexpectedly yielded a six-membered thiaphosphinane-4-one. This compound is the first example of a new class of heterocycles. It has been proven that it is formed from 4-methyl-2-morpholino-1,3-pentadiene which is usually present in crude morpholine enamine batches. A mechanism of this regioselective reaction was postulated and a characteristic chair-like conformation of the product was examined in detail. Additionally, some unusual primary fragmentations of the product with the loss of H₂S and isobutylene were observed for positive and negative ESI ionization mode, respectively.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 6","pages":"Pages 478-485"},"PeriodicalIF":1.4,"publicationDate":"2024-06-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138567715","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Formation, functionalization and interconversion of sulfur containing functional groups in mechanochemical conditions","authors":"","doi":"10.1080/10426507.2023.2281474","DOIUrl":"10.1080/10426507.2023.2281474","url":null,"abstract":"<div><div>In the recent three decades, a steadily growing interest in the use of ball milling in organic synthesis has developed. The purpose of this mini-review is to briefly present protocols showing the use of ball milling in the formation and transformation of sulfur-containing functional groups. First, mechanochemical functionalization of sulfur-containing compounds is discussed. The second part devoted to interconversions of sulfur-containing functional groups in mechanochemical conditions summarizes the results on sulfenylation reactions, coupling reactions, redox reactions and condensation reactions. We hope that this review will be a useful addition to the collection of review publications devoted to mechanochemistry and will attract the attention of a wider group of researchers dealing with organosulfur chemistry by drawing attention to the attractive features of mechanochemical protocols.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 6","pages":"Pages 461-469"},"PeriodicalIF":1.4,"publicationDate":"2024-06-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138513462","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"In silico and in vitro inhibition abilities of novel benzene sulfonamides on carbonic anhydrase and choline esterases","authors":"Sevgi Surgun ,&nbsp;Necla Öztaşkın ,&nbsp;Ahmet Çağan ,&nbsp;Akın Akıncıoğlu ,&nbsp;Hülya Akıncıoğlu ,&nbsp;Süleyman Göksu","doi":"10.1080/10426507.2024.2365702","DOIUrl":"10.1080/10426507.2024.2365702","url":null,"abstract":"<div><p>Compounds that possess a benzene sulfonamide structure are utilized in a wide range of fields. It is reported in the literature that many compounds belonging to this class of compounds exhibit various pharmacological properties such as antibacterial, antifungal, antiviral, anticancer, inflammatory, antiglaucoma, and anticholinergic effects. Carbonic anhydrase (CA) enzymes play a critical role in pH regulation, long-term synaptic turnover and are therefore thought to be associated with such diseases as mental retardation, Alzheimer’s disease (AD) and Down syndrome. Studies have reported that there is an increase in the levels of hCA-I and hCA-II isoenzymes in AD. AD is a complex, multifactorial disorder, so therapy should probably address not only the cholinergic system but also additional systems. Based on these features, a series of novel substituted benzene sulfonamides were synthesized from 1,2,3-trimethoxy-5-methylbenzene. Sulfonyl chloride <strong>9</strong> was synthesized from the reaction of 1,2,3-trimethoxy-5-methylbenzene and excess chlorosulfonic acid. The reaction of the obtained sulfonyl chloride with NH₃ and <em>N</em>-alkyl amines, aniline, and phenethylamine gave substituted benzene sulfonamide derivatives <strong>10</strong>–<strong>16</strong>. The synthesized compounds were evaluated for their carbonic anhydrase (hCA I-II), acetyl cholinesterase (AChE) and butyryl cholinesterase (BChE) inhibitory properties. Some of the substituted benzene sulfonamide derivatives <strong>10</strong>–<strong>16</strong> showed inhibitory effect on hCA isoenzymes. The K_i values determined for the hCA I enzyme are in the range of 102.01–147.19 µM. Benzene sulfonamide derivatives <strong>10</strong>–<strong>16</strong> showed an inhibitory effect on AChE and BChE. The K_i values determined for AChE and BChE enzymes are in the range of 28.76–308.08 µM and 42.80–445.60 µM, respectively. It was determined that sulfonamides <strong>15</strong>–<strong>16</strong> were selective inhibitors for the hCA I and <strong>10</strong> showed 11-fold more selectivity on AChE than BChE. In addition, the <em>in-silico</em> SAR and ADME properties of the synthesized compounds were also investigated.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 5","pages":"Pages 439-451"},"PeriodicalIF":1.4,"publicationDate":"2024-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141694599","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis and polyester printing applications of transition metal complexes of tridentate 5-(m-tolyldiazenyl)salicylaldehyde thiosemicarbazone derivatives","authors":"","doi":"10.1080/10426507.2024.2357365","DOIUrl":"10.1080/10426507.2024.2357365","url":null,"abstract":"<div><p>Thiosemicarbazone metal complexes are intriguing molecules with a variety of applications in several fields, including the pharmaceutical sector, analytical chemistry, and textile industries. Here, we designed and synthesized 12 transition metal complexes based on thiosemicarbazone as a tridendate group and azo moiety as a chromophore part, in addition to evaluating their color strength and fastness properties. The tridentate ligand derivatives of 5-(<em>m</em>-tolyldiazenyl)salicylaldehyde thiosemicarbazone reacted with four transition metal salts (copper, cobalt, nickel, and iron salts) in refluxing alkaline ethanol to afford the corresponding thiosemicarbazone complexes. The ligands behaved as double-deprotonated tridentate ligands that connected to the transition metal ions through the deprotonation of phenolic-OH and thiol-SH, as well as the azomethine nitrogen atom, to generate fused five- and six-membered heterocycle rings. The obtained metal complexes were characterized by elemental analyses, atomic absorption, IR, and UV–Vis spectra. The color strength and fastness properties of the printed fabrics were tested, showing good to excellent properties.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 5","pages":"Pages 420-428"},"PeriodicalIF":1.4,"publicationDate":"2024-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141508276","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis and anticancer activity evaluation of some novel imidazo[1,2-a]pyridine based heterocycles containing S-alkyl/aryl moiety","authors":"","doi":"10.1080/10426507.2024.2349305","DOIUrl":"10.1080/10426507.2024.2349305","url":null,"abstract":"<div><p>Here we report the synthesis and anticancer activities of fourteen novel imidazo[1,2-<em>a</em>]pyridine derivatives (<strong>6a</strong>-<strong>6n</strong>) containing <em>S</em>-alkyl/aryl moiety. The target compounds were obtained <em>via</em> a six-step synthetic route. 1-(4-Aminophenyl)ethan-1-one was the starting material. In the last step, 2-chloro-<em>N</em>-[4-(imidazo[1,2-<em>a</em>]pyridin-2-yl)phenyl]acetamide (<strong>5</strong>) was allowed to react with various aliphatic/aromatic thiol derivatives, affording the final compounds <strong>6a</strong>-<strong>6n</strong>. The cytotoxicity of the compounds was evaluated against A549 (human non-small cell lung cancer), C6 (rat glioma), MCF-7 (human breast carcinoma) and HepG2 (human liver carcinoma) tumor cells and NIH/3T3 (mouse embryonic fibroblast cells) healthy cells. First step MTT assay reported that compounds <strong>6a, 6d, 6e</strong> and <strong>6i</strong> exhibited antiproliferative activity against all tested tumor lines. Second step BrdU cell proliferation assay and flow cytometric analysis revealed that compounds <strong>6d</strong> and <strong>6i</strong> inhibited DNA synthesis on HepG2 cell line time-dependently by apoptotic pathway. Molecular docking study of compounds <strong>6d</strong> and <strong>6i</strong> with caspase-3 and caspase-9 revealed their binding interactions with the enzyme’s active site, confirming the experimental findings.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 5","pages":"Pages 383-393"},"PeriodicalIF":1.4,"publicationDate":"2024-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141113246","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Novel phosphorus-doped molybdenum carbide catalyst for the reverse water-gas shift reaction","authors":"","doi":"10.1080/10426507.2024.2365701","DOIUrl":"10.1080/10426507.2024.2365701","url":null,"abstract":"<div><p>The effect of phosphorus on the catalytic performance of molybdenum carbide for the reverse water-gas shift (RWGS) reaction was studied for the first time. It was found that the catalytic activity and selectivity of the P-doped molybdenum carbide catalysts were greatly related to their P/Mo molar ratios within a narrow range (0–0.1). It was obvious that increasing P/Mo molar ratio led to a decreased activity, but can effectively enhance selectivity. The P-doped molybdenum carbide with a P/Mo molar ratio of 0.05 was proposed to be more excellent than other P-doped molybdenum carbides in terms of both activity and selectivity, which was attributed to its higher oxophilicity and weaker affinity toward CO.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 5","pages":"Pages 377-382"},"PeriodicalIF":1.4,"publicationDate":"2024-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141360420","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}