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

{"title":"Fe3O4 nanoparticles as an efficient catalyst for one-pot synthesis of novel fused phosphorus heterocycles bearing diethyl phosphonate","authors":"Tarik E. Ali ,&nbsp;Mohammed A. Assiri ,&nbsp;Mai S.A. Hussien ,&nbsp;Noha M. Hassanin","doi":"10.1080/10426507.2023.2168271","DOIUrl":"https://doi.org/10.1080/10426507.2023.2168271","url":null,"abstract":"<div><p>An efficient and practical method for the synthesis of novel fused phosphorus heterocycles incorporating diethyl phosphonate by the one-pot in the presence of Fe₃O₄ nanoparticles as a reusable catalyst was achieved. The four-component reactions of <em>ortho-</em>substituted anilines, namely 2-aminophenol, 2-aminothiophenol and 1,2-phenylenediamine with salicylaldehyde, diethyl phosphite and hexaethylphosphorus triamide in the presence of Fe₃O₄ nanoparticles as a catalyst at 80–90<!--> <!-->°C afforded the corresponding 1,3,2-benzo(oxaza/thiaza/diaza)phospholo[2,3-<em>b</em>][1,3,2]benzoxazaphosphinines <strong>1</strong>–<strong>3</strong> in good yields (80-84%). When the same reactions were repeated by substitution of salicylaldehyde with benzaldehyde, the 1,2-benzazaphospholo[2,1-<em>b</em>][1,3,2]benzo(oxaza/thiaza)phospholes <strong>4</strong> and <strong>5</strong> and 1,3,2-benzodiazaphosphole <strong>6</strong> derivatives were isolated in 78–83% yields. The structures of the synthesized compounds were established by elemental analysis and spectroscopic techniques (IR, MS and NMR).</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":null,"pages":null},"PeriodicalIF":1.3,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49872636","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":"An ultra-sound assisted synthesis of α-aminophosphonates from benzyl halides via sequential Kornblum and Kabachnik-fields reaction","authors":"Rabia Amin ,&nbsp;Tabassum Ara","doi":"10.1080/10426507.2022.2157830","DOIUrl":"https://doi.org/10.1080/10426507.2022.2157830","url":null,"abstract":"<div><p>An ultrasound-assisted simple, easy and straightforward method for the synthesis of α-aminophosphonates has been developed <em>via</em> Kornblum/Kabachnik-fields reaction. The method involves <em>in situ</em> generation of an aldehyde intermediate from benzyl halides <em>via</em> oxidative dehalogenation followed by coupling with aryl amine and trialkyl phosphite in a one-pot three component manner under ultrasonic irradiations. The developed method is compatible with various functionalities and the desired products are obtained in good to excellent yield under mild conditions.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":null,"pages":null},"PeriodicalIF":1.3,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49902486","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":"The effect of citric acid on the microstructure and activity of MoP phosphide for dry reforming of methane","authors":"Zhiwei Yao ,&nbsp;Xiaojie Yao ,&nbsp;Wei Ding ,&nbsp;Yan Shi","doi":"10.1080/10426507.2022.2151063","DOIUrl":"https://doi.org/10.1080/10426507.2022.2151063","url":null,"abstract":"<div><p>A series of MoP catalysts (MoP-CA<em>x</em>) were synthesized by adding citric acid (CA) to solutions of (NH₄)₆Mo₇O₂₄·4H₂O and (NH₄)₂HPO₄ with a fixed molar ratio of Mo:P:CA = 1:1: <em>x</em> (<em>x</em> = 0, 1, 4, 8) followed by drying and reduction in H₂. The addition of CA had a significant effect on the microstructure (surface area and particle dispersion) and performance of MoP for dry reforming of methane (DRM). Among these MoP-CA<em>x</em> catalysts, the MoP-CA8 was found to show the highest catalyst stability, which should be attributed to the best matching of oxidation resistance ability and methane dissociation ability of MoP.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":null,"pages":null},"PeriodicalIF":1.3,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49902489","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":"Direct synthesis of γ,γ-diketophosphonates from pentacovalent 1,2λ5-oxaphosphorane","authors":"Tae Woo Kim ,&nbsp;Chung-Min Park ,&nbsp;Kang-Yeoun Jung","doi":"10.1080/10426507.2023.2198713","DOIUrl":"https://doi.org/10.1080/10426507.2023.2198713","url":null,"abstract":"<div><p>Pyrazole phosphonate derivatives are receiving increasing attention in the pharmaceutical field due to their wide range of biological activities. However, the syntheses of diketophosphonates, as precursors of α-pyrazole phosphonates, require high temperatures and excess of reactants to proceed. Therefore, a simple and efficient procedure to prepare γ,γ-diketophosphonates <em>via</em> reactions between 1,2λ⁵-oxaphospholene and aromatic acid chlorides under mild conditions is proposed herein. The formation of the keto phosphonium ion of 1,2λ⁵-oxaphospholenes is favored at −10 °C, and these ions react with aromatic acid chlorides to yield γ,γ-diketophosphonates in 83–89% yields. This reaction may be readily applied for the preparation of γ,γ-derivatives of α-diketophosphonates as precursors of α-pyrazole phosphonates, which are molecules of immense medical significance.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":null,"pages":null},"PeriodicalIF":1.3,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49704494","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 self curable phosphorus- and spiro phosphorus-based maleimides: synthesis, characterization, cure behavior and thermal properties","authors":"Ayyappan Ranjith ,&nbsp;Arunjunai Raj Mahendran ,&nbsp;Thangamani Rajkumar","doi":"10.1080/10426507.2023.2176499","DOIUrl":"https://doi.org/10.1080/10426507.2023.2176499","url":null,"abstract":"<div><p>Novel phosphorus- and spiro phosphorus-based maleimides such as tris[4-(2,5-dioxopyrrol-1-yl)phenyl] phosphite (TDPPI), tris[4-(2,5-dioxopyrrol-1-yl)phenyl] phosphate (TDPPA), 3,9-di[4-(2,5-dioxopyrrol-1-yl)phenoxy]-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane (TDU), and 3,9-di[4-(2,5-dioxopyrrol-1-yl)phenoxy]-2,4,8,10-tetraoxa-3λ⁵,9λ⁵-diphosphaspiro[5.5]undecane 3,9-dioxide (TDUD) have been synthesized. The structural characterization of the synthesized maleimides was performed using elemental analysis, Fourier transform infrared (FTIR) spectroscopy, and ¹H, ¹³C and ³¹P nuclear magnetic resonance spectral data. Melting behavior and heat changes during the materials’ physical and chemical changes as a temperature function were studied using differential scanning calorimetry (DSC). Mass loss rate, residual mass and the gases evolved during thermal degradation were examined using a thermogravimetric (TG) analyzer coupled with FTIR. All four maleimides having a low enthalpy of curing and high char residue (about 50 wt%) display better thermal stability than the parent N-(4-hydroxy phenyl)maleimide (N4HPMI). This was owing to the presence of phosphorus or spiro phosphorus moiety in conjunction with the maleimide unit. The combined impact of phosphorus and maleimide units makes the materials suitable for high-performance applications.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":null,"pages":null},"PeriodicalIF":1.3,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49700485","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":"Expeditious mechanochemical conversion of dihydronaphthalenyl-N-phenylhydrazine-1-carbothioamides into hydrazono-thiazolidin-4-one and hydrazono-dihydrothiazole derivatives—Spectroscopic, DFT, X-ray diffraction, and antibacterial studies","authors":"Swati Goswami ,&nbsp;R.P. Chaudhary","doi":"10.1080/10426507.2023.2189252","DOIUrl":"https://doi.org/10.1080/10426507.2023.2189252","url":null,"abstract":"<div><p>This study reports a facile mechanochemical conversion of <em>N</em>-phenylthiosemicarbazone derivatives of 1-tetralone analogs into thiazolidin-4-ones, thiazolidin-5-ylidene-acetates, and dihydrothiazoles by their condensation with chloroacetic acid, DMAD, and phenacyl bromide, respectively. Triethylammonium hydrogen sulfate [Et₃NH]⁺ [HSO₄]⁻ is employed as solid catalyst for this prompt and ecological conversion through which the target products are formed within 10–30 minutes in quantitative yields. The products have been characterized on the basis of spectroscopic data. X-ray diffraction studies of thiazolidin-5-ylidene-acetate <strong>5b</strong>, supported by DFT calculations of E/Z isomers of <strong>5b</strong>, are presented. Compounds <strong>4, 5</strong>, and <strong>7</strong> are assayed for their antibacterial prospects against <em>Staphylococcus aureus</em> (Gram-positive) and <em>Escherichia coli</em> (Gram-negative) bacterial stains. Some derivatives show highly promising antibacterial activities.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":null,"pages":null},"PeriodicalIF":1.3,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49728235","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":"Chemometrics approach for adsorption multi-response optimization of Cu(II), Zn(II), and Cd(II) ions from phosphoric acid solution using natural clay","authors":"Amine Es-Said ,&nbsp;Lahcen El Hamdaoui ,&nbsp;Fatima Ezzahra Ennoukh ,&nbsp;Hicham Nafai ,&nbsp;Nabih Zerki ,&nbsp;Ghita Lamzougui ,&nbsp;Rahma Bchitou","doi":"10.1080/10426507.2022.2164765","DOIUrl":"https://doi.org/10.1080/10426507.2022.2164765","url":null,"abstract":"<div><p>This study describes the elimination percentage optimization of Cu(II), Zn(II), and Cd(II) heavy metal ions from a phosphoric acid solution (three-metal ions system) using a natural clay (NC). The response surface methodology (RSM) based on the central composite design (CCD) was used to maximize the elimination percentages of these heavy metals. The natural clay was characterized by FTIR, XRD, TGA-DTG, SEM, and EDX techniques. Several important parameters influencing the adsorption process of these ions in the multi-metallic mixture such as contact time (X₁), temperature (X₂), and mass of NC (X₃) were investigated systematically by batch experiments. The fitted model indicated that the optimal conditions to simultaneously maximize the elimination percentage of these ions were 26.82 min, 16.26 °C, and 3.56<!--> <!-->g of NC mass. Under these conditions, the numerical estimation of the elimination percentages was 71.10, 69.06, and 67.83% for Cu(II), Zn(II), and Cd(II), respectively. Freundlich and Langmuir’s models were fitted to evaluate the equilibrium data of the heavy metal adsorption process by natural clay. According to the obtained results, it appeared that Freundlich isotherm gives a good representation of the adsorption phenomenon of Cu(II) ions, and for the adsorption of Cd(II) and Zn(II) on NC, the data shows fit both Freundlich and Langmuir isotherm model.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":null,"pages":null},"PeriodicalIF":1.3,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49902485","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":"Efficient removal of phosphorus by adsorption","authors":"Xiaoyi Fan ,&nbsp;Yuting Wu ,&nbsp;Yao He ,&nbsp;Huaping Liu ,&nbsp;Jing Guo ,&nbsp;Bing Li ,&nbsp;Hao Peng","doi":"10.1080/10426507.2022.2157828","DOIUrl":"https://doi.org/10.1080/10426507.2022.2157828","url":null,"abstract":"<div><p>The release of excessive amounts of phosphorus into water bodies causes growth of algae, eutrophication, death of fish and plants, reduction in water quality, depletion of dissolved oxygen, and other serious environmental problems. Technology with high-efficiency treatments is used to alleviate eutrophication in aquatic ecosystems caused by the release of excessive amounts of phosphorus. Amongst the chemical, physical and biological methods used for removing phosphates from water, adsorption technology has proven to be effective even at low concentrations. Even though different adsorbents have been developed with excellent properties, many shortcomings were observed. The first aim of this review is to provide facts on novel adsorbents (including biochar, carbonaceous adsorbent, zeolites, calcium silicate hydrate, and metal oxides) used for phosphate removal. Second, various adsorbents applied for phosphate removal have been compared. Third, based on the aforementioned criteria, the best adsorbents are proposed and this is the key novelty of this review work. Moreover, future aspects and challenges regarding nitrate and phosphate removal are presented.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":null,"pages":null},"PeriodicalIF":1.3,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49902488","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, reactivity, antimicrobial, and anti-biofilm evaluation of fluorinated 4-amino-3-mercapto-1,2,4-triazin-5(4H)-one and their derivatives","authors":"Nawaa Ali H. Alshammari ,&nbsp;Dina A. Bakhotmah","doi":"10.1080/10426507.2022.2150856","DOIUrl":"https://doi.org/10.1080/10426507.2022.2150856","url":null,"abstract":"<div><p>New fluorinated 1,2,4-triazin-4-ones <strong>2</strong>–<strong>24</strong> have been prepared using straightforward approaches. The reaction of 4-amino-3-mercapto-6-(trifluoromethyl)-1,2,4-triazin-5(4<em>H</em>)-one (<strong>2</strong>) with aromatic aldehydes produced 4-((4-substitutedbenzylidene)amino)-3-mercapto-6-(trifluoromethyl)-1,2,4-triazin-5(4<em>H</em>)-ones (<strong>5–9</strong>), which were cyclized by thioglycolic acid to give 2-(4-subsitiutedphenyl)-3-(3-mercapto-5-oxo-6-(trifluoromethyl)-1,2,4-triazin-4(5<em>H</em>)-yl)thiazolidin-4-ones (<strong>10–14</strong>). 7-Methyl-3-(trifluoromethyl)-4<em>H</em>-[1, 3, 4]thiadiazolo[2,3-<em>c</em>][1, 2, 4]triazin-4-one (<strong>4</strong>) was synthesized by the condensation of <strong>2</strong> with acetaldehyde or by reaction with cyano compounds, followed by self-cyclization in dry benzene. Cyclization of compound <strong>2</strong> by reaction with aromatic acids yielded 7-substitutedphenyl-3-(trifluoromethyl)-4<em>H</em>-[1, 3, 4]thiadiazolo[2,3-c][1, 2, 4]triazin-4-ones (<strong>15–19</strong>). Reaction of compound <strong>2</strong> with cyanamide produced 1-(4-oxo-3-(trifluoromethyl)-4<em>H</em>-[1, 3, 4]thiadiazolo[2,3-c][1, 2, 4]triazin-7-yl)guanidine (<strong>20</strong>). Alkylation of compound <strong>2</strong> with phenacyl bromide produced 4-amino-3-((2-oxo-2-phenylethyl)thio)-6-(trifluoromethyl)-1,2,4-triazin-5(4<em>H</em>)-one (<strong>21</strong>) which upon heating in the same media furnished 7-phenyl-3-(trifluoromethyl)-4<em>H</em>,8<em>H</em>-[1, 2, 4]triazino[3,4-b][1, 3, 4]thiadiazin-4-one (<strong>22</strong>). The reaction of Schiff′s bases <strong>5</strong> or <strong>6</strong> with phenacyl bromide gave 8-benzoyl-7-(4-halophenyl)-3-(trifluoromethyl)-4<em>H</em>,8<em>H</em>-[1, 2, 4]triazino[3,4-b][1, 3, 4]thiadiazin-4-ones (<strong>23–24</strong>). All of the newly synthesized compounds were characterized by spectral measurements and elemental analysis. The biological evaluation was also described. All compounds were screened for antibacterial, antifungal, and anti-biofilm activities. The findings confirm that the fluorinated 1,2,4-triazin-4-ones appear to be promising compounds as antibacterial, antifungal, and anti-biofilm agents.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":null,"pages":null},"PeriodicalIF":1.3,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49902490","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 of sulfur heterocycles by C–H bond functionalization of disulfide intermediates","authors":"Luis G. Ardón-Muñoz ,&nbsp;Jeanne L. Bolliger","doi":"10.1080/10426507.2023.2171040","DOIUrl":"https://doi.org/10.1080/10426507.2023.2171040","url":null,"abstract":"<div><p>Sulfur- and nitrogen-containing heterocycles are found in many natural products but also in most biologically active molecules used in the pharmaceutical and agrochemical industry. Among these molecules are substituted benzo[4,5]thiazolo[2,3-<em>c</em>][1,2,4]triazoles which exhibit a broad range of biological activities. Tricyclazole, a fungicide used to treat rice blast, belongs to this class of compounds. In this review we summarize the development of a new synthetic strategy to prepare benzo[4,5]thiazolo[2,3-<em>c</em>][1,2,4]triazole derivatives. The target compounds are conveniently obtained in a one pot-two step procedure from air stable <em>para</em>-methoxybenzyl protected 4-(2-mercaptophenyl)triazole derivatives which upon deprotection of the thiols undergo an oxidative cyclization to the corresponding tricyclic heteroarenes. Using this procedure, it is possible to obtain a variety of tricyclic heteroarenes which contain both electron-withdrawing and electron donating substituents as well as a wide range of synthetically useful groups, thus allowing biologically relevant groups to be introduced either before or after the heterocycle formation. Mechanistic investigations suggest that the oxidative cyclization proceeds via a disulfide intermediate.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":null,"pages":null},"PeriodicalIF":1.3,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49863686","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}