{"title":"Synthesis and characterization of a high-temperature polycyanophosphate resin","authors":"","doi":"10.1080/10426507.2024.2360469","DOIUrl":"10.1080/10426507.2024.2360469","url":null,"abstract":"<div><p>A phosphorus-containing polymer with very high thermo-oxidative stability was synthesized for the first time by addition of silver nitrate to tricyanophosphine (P(CN)<sub>3</sub>). By optimizing the reaction time and silver nitrate concentration to a 1:1 molar ratio, a new polycyanophosphate [p(CP)] was formed as the primary phosphorus-containing product over the competing species, P(CN)<sub>3</sub>. The reactions and products were monitored by FT-IR, ICP-OES, NMR, and XPS spectroscopic techniques, which indicated a complicated oxidation reaction that converted the P(III) precursor species to P(V) polyphosphate species with pendant cyano- and isocyano- moieties. The p(CP) resin was found to contain a high (17.6 at.%) amount of phosphorus by ICP-OES, which contributed to its excellent thermo-oxidative resistance with a high char yield of over 60 wt.% at 1000 °C (1273 K) in air, indicating that the material could be particularly useful for high-temperature applications.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 5","pages":"Pages 429-438"},"PeriodicalIF":1.4,"publicationDate":"2024-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141508301","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}
Igor B. Sivaev , Sergey A. Anufriev , Akim V. Shmal’ko
{"title":"Electron-withdrawing effect and CH-acidity of carboranes: effect of nature and position of substituents","authors":"Igor B. Sivaev , Sergey A. Anufriev , Akim V. Shmal’ko","doi":"10.1080/10426507.2024.2335982","DOIUrl":"10.1080/10426507.2024.2335982","url":null,"abstract":"<div><p>The effect of substituents of various natures at boron atoms in different positions of the carborane cage on the CH-acidity of carborane derivatives and the electron-withdrawing effect of C-carboranyl groups is considered using <sup>1</sup>H NMR spectroscopy data.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 4","pages":"Pages 299-302"},"PeriodicalIF":1.3,"publicationDate":"2024-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140567915","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}
Derya Güngördü Solğun , Umit Yildiko , Mehmet Salih Ağırtaş
{"title":"Synthesis of bis-(benzhydryloxy) substituted axially silicon(IV) phthalocyanine: investigation of photophysical, photochemical, and computational electronic properties","authors":"Derya Güngördü Solğun , Umit Yildiko , Mehmet Salih Ağırtaş","doi":"10.1080/10426507.2024.2341147","DOIUrl":"10.1080/10426507.2024.2341147","url":null,"abstract":"<div><p>Synthesis of axially disubstituted silicon(IV) phthalocyanine bearing benzhydryloxy groups obtained by reaction of SiPcCl<sub>2</sub> with diphenylmethanol is reported. Characterization of the compound was performed by <sup>1</sup>H and <sup>13</sup>C NMR, UV–Vis, mass spectrometry, and FT-IR spectroscopy. Photophysical and photochemical properties were investigated. Fluorescence spectra measurements were performed in DMSO as solvent. A preferred chemical method was used to determine the amount of singlet oxygen production. Optimizations were calculated for the single-molecule Si-Pc with the 6–311 G (d, p) basis set at the B3LYP and B3PW91 levels of density functional theory (DFT). The charge transfer (or) charge delocalization between intramolecular donor–acceptor groups was determined by NBO analysis. Furthermore, molecular electrostatic potential, Fukui functions, electrophilic and nucleophilic character maps were calculated. The electronic structure and energy parameters of the investigated compound were determined to be Δ<em>E</em><sub>calc</sub> = 2.19 eV by DFT calculation and Δ<em>E</em><sub>opt</sub> = 1.84 by experimental UV spectrum.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 4","pages":"Pages 324-336"},"PeriodicalIF":1.3,"publicationDate":"2024-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140567918","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}
S. Anisree , P. Shanmugavelan , P. Vijayalakshmi , Ram Kishore , Nitin Srivastava
{"title":"Synthesis, characterization and anticancer screening of novel phenylbenzylidene thiosemicarbazone derivatives","authors":"S. Anisree , P. Shanmugavelan , P. Vijayalakshmi , Ram Kishore , Nitin Srivastava","doi":"10.1080/10426507.2024.2330935","DOIUrl":"10.1080/10426507.2024.2330935","url":null,"abstract":"<div><p>Ten derivatives of phenylbenzylidene thiosemicarbazones (<strong>1</strong>–<strong>10</strong>) were synthesized by multicomponent reaction between hydrazine hydrate, isothiocyanate and substituted aldehydes in the presence of the phase transfer reagent Triton-B and subsequently heating the mixture. The synthesized compounds <strong>1</strong>, <strong>2</strong>, <strong>5</strong>, <strong>8</strong> demonstrated to act as highly potent anticancer agents. They showed anticancer activity by mobilizing cellular <sup>59</sup>Fe, inhibiting cellular uptake of <sup>59</sup>Fe from <sup>59</sup>Fe<sub>2</sub>-Tf, and mediating the ascorbate oxidation. Further, the structure activity relationship revealed that the donor atom and its stabilization resulted in better anticancer activity. The softness of the chelating donor atoms N and S yielded redox active iron complexes, which easily mediated ascorbate oxidation. This study identified the selective and potential chelators, which may act as anticancer agents and require further <em>in vivo</em> screening in future.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 4","pages":"Pages 267-276"},"PeriodicalIF":1.3,"publicationDate":"2024-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140299826","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}
M. İhsan Han , Ufuk İnce , G. Pelin Coşkun , Kaan Birgül , Şengül Dilem Doğan , Amir Ashoorzadeh , Ş. Güniz Küçükgüzel
{"title":"Synthesis of new 4-aminobenzoic acid (PABA) hydrazide-hydrazone/sulfonate hybrids and antimicrobial evaluation with ascorbic acid/salicylic acid/N-acetyl cysteine combinations","authors":"M. İhsan Han , Ufuk İnce , G. Pelin Coşkun , Kaan Birgül , Şengül Dilem Doğan , Amir Ashoorzadeh , Ş. Güniz Küçükgüzel","doi":"10.1080/10426507.2024.2341145","DOIUrl":"10.1080/10426507.2024.2341145","url":null,"abstract":"<div><p>One of the most serious threats to human health is the increasing prevalence of drug-resistant pathogens. The development of new antibiotics capable of combating drug resistance is critical. In various bacteria and plant species, 4-aminobenzoic acid (PABA) is produced and used as a substrate for folate generation. In this study, a new series of PABA analogs were synthesized and evaluated for their antimicrobial activity. Thirteen novel compounds were prepared by linking PABA hydrazide to sulfonate esters <em>via</em> a hydrazone bridge (<strong>4a</strong>–<strong>m</strong>). The structures of these compounds were characterized by <sup>1</sup>H and <sup>13</sup>C NMR and FT-IR spectroscopy as well as by LC-MS. Following structural characterization, all compounds were tested for their antimicrobial activity against <em>Staphylococcus aureus</em> (ATCC 29213), <em>Enterococcus faecium</em> (ATCC 19434), <em>Escherichia coli</em> (ATCC 25922), <em>Pseudomonas aeruginosa</em> (ATCC 27853), and <em>Candida albicans</em> (ATCC 10231) strains. Four compounds were found to have moderate antimicrobial activity against the <em>P. aeruginosa</em> strain. These compounds, including <strong>4e, 4f, 4g</strong>, and <strong>4m</strong>, containing a hydrazide-hydrazone sulfonate functionality, showed the best MIC value of 64 μg/mL. In addition, synergistic effects of ascorbic acid, salicylic acid, and <em>N</em>-acetyl cysteine (NAC) with synthesized compounds were also investigated. It was observed that the combination of compounds <strong>4f</strong> and <strong>4g</strong> with NAC showed antipseudomonal activity with MIC values of 32 μg/mL and 16 μg/mL, respectively, against the <em>P. aeuriginosa</em> strain. The antimicrobial activity of <strong>4f</strong> and <strong>4g</strong> was enhanced by two folds in combination with NAC. Our findings in this study can be crucial for the development of new potent antimicrobial agents.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 4","pages":"Pages 316-323"},"PeriodicalIF":1.3,"publicationDate":"2024-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140666913","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 facile ultrasonic synthesis approach to 3-H-quinazolinethione derivatives and their urease inhibition studies","authors":"Nedime Çalışkan , Gülay Akyüz , Emre Menteşe","doi":"10.1080/10426507.2024.2333471","DOIUrl":"10.1080/10426507.2024.2333471","url":null,"abstract":"<div><p>In this study, a new series of 3<em>H-</em>quinazoline-4-thione derivatives were synthesized under ultrasonic irradiation conditions with high yield in a short time. The new compounds were characterized by FT-IR,<sup>1</sup>H, and <sup>13</sup>C NMR spectral data. The antiurease activities of all new compounds were tested according to the method by Weatherburn. The inhibition results with the 3<em>H-</em>quinazoline-4-thione ring compounds were compared with those of some previously synthesized 3<em>H-</em>quinazolin-4-ones. More effective results were found for most quinazolinethione compounds. All new synthesized compounds have effective urease inhibition activity. Especially, the compound 2-(4-nitrobenzyl)quinazoline-4(3<em>H</em>)-thione (<strong>2i</strong>) has the best inhibition results with IC<sub>50</sub> = 1.6 ± 0.049 μg/mL.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 4","pages":"Pages 293-298"},"PeriodicalIF":1.3,"publicationDate":"2024-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140370942","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}
Xueting Liu , Kuayue Li , Wenkui Liu , Peng Cui , Fengyu Wei
{"title":"Green conversion of CO2 by N-heterocyclic carbene-CO2 adducts grafted hierarchical porous silica microspheres","authors":"Xueting Liu , Kuayue Li , Wenkui Liu , Peng Cui , Fengyu Wei","doi":"10.1080/10426507.2024.2332891","DOIUrl":"10.1080/10426507.2024.2332891","url":null,"abstract":"<div><p>The multiphase catalysts DMSNs-Cb-X containing NHC-CO<sub>2</sub> adducts were synthesized by soft template method that is, first preparing dendritic multi-model pore silica nanoparticles (DMSNs) with central-radial structure, and then grafting imidazoline functional groups, and finally allowing to react with dimethyl carbonate to graft NHC-CO<sub>2</sub> adducts. The investigations had the scope to improve the performance and to elucidate the effect of NHC-CO<sub>2</sub> adducts on the CO<sub>2</sub> cycloaddition reaction. The optimum catalyst DMSNs-Cb-1 and the optimum reaction conditions (200 mg, 100 °C, 10 h) were obtained <em>via</em> thermogravimetric analysis. CO<sub>2</sub> cycloaddition reaction with epoxide DMSNs-Cb-1 can convert CO<sub>2</sub> and epoxide to cyclic carbonate at ambient pressure without solvent and co-catalysts (1 bar, 100 °C). The reaction proceeds with high yield and high conversion frequency (TOF = 27.4 h<sup>−1</sup>). The prepared catalyst is easily recovered and still has high activity after five cycles of experiments. The excellent catalytic performance of the obtained catalyst can be attributed to the synergy of hierarchical porous structure and NHC-CO<sub>2</sub> adducts acting as CO<sub>2</sub> adsorption sites as well as zwitterionic catalytic sites. This work demonstrates an efficient strategy for green conversion of CO<sub>2</sub> into cyclic carbonates.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 4","pages":"Pages 283-292"},"PeriodicalIF":1.3,"publicationDate":"2024-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140372102","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}
Abdelmajeed Adam Lagum , Saroj Sharma , Anupam Yadav , Parminder Singh , Shakir Mahmood Saeed , Russul R. Abbass , Ali H. Hameed , Mustafa M. Kadhim
{"title":"Investigation of the effect of halide counterions on the potential corrosion inhibitor in imidazolium-based ionic liquids","authors":"Abdelmajeed Adam Lagum , Saroj Sharma , Anupam Yadav , Parminder Singh , Shakir Mahmood Saeed , Russul R. Abbass , Ali H. Hameed , Mustafa M. Kadhim","doi":"10.1080/10426507.2024.2340006","DOIUrl":"10.1080/10426507.2024.2340006","url":null,"abstract":"<div><p>Imidazolium (IMZ)-based ionic liquids (ILs) with various counter ions were investigated as potential corrosion inhibitors. Furthermore, parameters such as bond lengths, bond angles, and dihedral bonds were investigated to demonstrate the adsorption sites of molecules. Moreover, in order to compare the efficiency of the inhibitors, other parameters such as energy gap, hardness, the LUMO, and the HOMO were investigated. The HOMO and LUMO values increased from −4.370 and −0.106 eV to −4.959 and −0.156 eV, respectively, by changing F<sup>−</sup> to I<sup>−</sup>. Moreover, the softness of the IMZ base changed from 0.469 to 0.417 eV by increasing the radius of the halide ion. The trend of the band gap value in going from F<sup>−</sup> to I<sup>−</sup> changes from 4.264 to 4.797 eV. The total electron density was computed to show the adsorption sites based on the electron density. According to the molecular reactivity results, the inhibitory efficiency of the inhibitors was in the following order: BMI-F > BMI-Cl > BMI-Br > BMI-I. Investigating the IMZ-based ILs with various counterions to evaluate the inhibition profile of molecules provides useful insights into computational protocols for the study of corrosion inhibitors.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 4","pages":"Pages 308-315"},"PeriodicalIF":1.3,"publicationDate":"2024-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140972124","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":"1-Phosphanorbornane aldehyde as precursor for enantiopure P,N,N ligands","authors":"Kyzgaldak Ramazanova , Nadja Kretzschmar , Peter Lönnecke , Evamarie Hey-Hawkins","doi":"10.1080/10426507.2024.2338393","DOIUrl":"10.1080/10426507.2024.2338393","url":null,"abstract":"<div><p>Sulfur-protected enantiomerically pure 1-phosphanorbornane aldehyde <strong>5</strong> is obtained in good yield <em>via</em> Swern oxidation of the previously reported 1-phosphanorbornane alcohol. The aldehyde is further used to prepare a novel sulfur-protected 1-phosphanorbornane enamine.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 4","pages":"Pages 303-307"},"PeriodicalIF":1.3,"publicationDate":"2024-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140615288","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":"The syntheses of 2-hydroxybenzothiazole substituted cyclotriphosphazenes: Spectroscopic characterizations","authors":"Saliha Begeç","doi":"10.1080/10426507.2024.2318600","DOIUrl":"10.1080/10426507.2024.2318600","url":null,"abstract":"<div><p>The nucleophilic substitution reactions of mono- and bis-spiro-2,2’-dioxybiphenyl cyclotriphosphazenes (<strong>1a</strong> and <strong>1b</strong>) with 2-hydroxybenzothiazole (<strong>2</strong>) were performed in the presence of metallic sodium in THF. Two novel 2-oxybenzothiazole-substituted spiro-2,2′-dioxybiphenyl cyclotriphosphazene derivatives (<strong>3a</strong> and <strong>3b</strong>) were obtained from these reactions. Both compounds (<strong>3a, 3b</strong>) have been characterized by elemental analysis as well as by <sup>1</sup>H, <sup>13</sup>C and <sup>31</sup>P NMR spectroscopy. Compounds <strong>3a</strong> and <strong>3b</strong> are reported for the first time in this study.</p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"199 4","pages":"Pages 277-282"},"PeriodicalIF":1.3,"publicationDate":"2024-04-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141110018","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}