{"title":"Enediynes synthesis through desulfurdimerizaton of propargylic dithioacetals","authors":"Hsian-Rong Tseng , Tien-Yau Luh","doi":"10.1080/10426507.2024.2416217","DOIUrl":"10.1080/10426507.2024.2416217","url":null,"abstract":"<div><div>Two novel methods for transforming of propargylic dithioacetals into the corresponding enediynes are described. The first method involves the initial reaction of a propargylic dithioacetal with <em><sup>n</sup></em>Bu<sub>2</sub>CuLi followed by transmetalation with ZnBr<sub>2</sub>, to generate an allenylzinc intermediate. Subsequent introduction of MeI and a catalytic quantity of Pd(PPh<sub>3</sub>)<sub>4</sub> leads to the formation of the dimeric enediyne in moderate yield. In addition, 2,5-dithia-nonane is isolated in 73% yield, arising from the transformation of the sulfur moiety from propargylic dithioacetals. Alternatively, the second method employs two equivalents of Cp<sub>2</sub>Ti[P(OEt)<sub>3</sub>]<sub>2</sub> to react with propargylic dithioacetals, yielding enediynes satisfactorily. The reaction can proceed either inter- or intramolecularly.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"201 2","pages":"Pages 161-167"},"PeriodicalIF":1.6,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147551213","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}
Evgeniy H. Sadykov , Irina Yu. Bagryanskaya , Alexander V. Artem’ev
{"title":"Bis(diphenylphosphino)pyrazines: synthesis, molecular structures and coordination properties toward CuI","authors":"Evgeniy H. Sadykov , Irina Yu. Bagryanskaya , Alexander V. Artem’ev","doi":"10.1080/10426507.2024.2441191","DOIUrl":"10.1080/10426507.2024.2441191","url":null,"abstract":"<div><div>2,5- and 2,6-Bis(diphenylphosphino)pyrazines were synthesized in high yields by the reaction of corresponding dichloropyrazines with 2 equv. of Ph<sub>2</sub>PLi. The obtained compounds were characterized by multinuclear (<sup>1</sup>H,<sup>13</sup>C{<sup>1</sup>H},<sup>31</sup>P{<sup>1</sup>H}, <sup>1</sup>H−<sup>13</sup>C HMBC, <sup>1</sup>H−<sup>13</sup>C HSQC) NMR and FT-IR spectroscopy, and their molecular and crystal structures were determined by single crystal X-ray analysis. Furthermore, based on the reaction of 2,6-bis(diphenylphosphino)pyrazine with CuI, a hexanuclear complex [Cu<sub>6</sub>I<sub>6</sub>L<sub>6</sub>] was synthesized and characterized by single-crystal X-ray diffraction.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"201 2","pages":"Pages 168-173"},"PeriodicalIF":1.6,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147551214","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":"Structural deviations of arenecarbothioamides from planarity","authors":"Jürgen Voss , Dirk Buddensiek","doi":"10.1080/10426507.2025.2456202","DOIUrl":"10.1080/10426507.2025.2456202","url":null,"abstract":"<div><div>X-ray analyses of 2-methylisoquinoline-1(2<em>H</em>)-thione, <em>N</em>-methyl-<em>N</em>-phenyl-2-chlorobenzenecarbothioamide and <em>N</em>-methyl-<em>N</em>-phenylbenzenecarbothioamide have revealed that the CS-NR<sub>2</sub> moiety of these and similar thiobenzanilides are virtually planar and do not exhibit any significant bending of the NR<sub>2</sub> group. Steric hindrance is avoided instead by torsion around the <em>N</em>-aryl and <em>C</em>-aryl bonds which latter amounts to over 73° in the case of the <em>ortho</em>-chloro derivative. According to quantum chemical calculations, these torsions, moreover, favor noncovalent intra- and intermolecular bonding (van der Waals) interactions, thus inducing the <em>E</em>-configuration observed in the crystalline state.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"201 2","pages":"Pages 197-202"},"PeriodicalIF":1.6,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147551209","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}
Egor I. Seleznev (Conceptualization Data curation Formal analysis Investigation Methodology Visualization Writing – original draft) , Emil Yu. Yamansarov (Conceptualization Data curation Project administration Supervision Writing – review & editing) , Elena K. Beloglazkina (Resources Supervision Writing – review & editing)
{"title":"Investigation of the reactions of 1-halo-1-nitroocyclohexanes with some –SH functionalized carboxylic acids derivatives","authors":"Egor I. Seleznev (Conceptualization Data curation Formal analysis Investigation Methodology Visualization Writing – original draft) , Emil Yu. Yamansarov (Conceptualization Data curation Project administration Supervision Writing – review & editing) , Elena K. Beloglazkina (Resources Supervision Writing – review & editing)","doi":"10.1080/10426507.2025.2584187","DOIUrl":"10.1080/10426507.2025.2584187","url":null,"abstract":"<div><div>Substitution reactions of 1-halo-1-nitrocyclohexanes with thioglycolic acid and cysteine derivatives were investigated. Readily available 1-bromo-1-nitrocompounds exhibit good stability and superior reactivity compared to other halogenides, enabling the formation of corresponding α-nitrosulfides and disulfides.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"201 1","pages":"Pages 110-113"},"PeriodicalIF":1.6,"publicationDate":"2026-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145771928","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}
Pei Li (Funding acquisition Project administration Writing – original draft Writing – review & editing) , Wenting Mei (Data curation Methodology Writing – original draft) , Yongxiang Wu (Data curation Methodology) , Wenmin Pan (Data curation Methodology Software) , You Zhang (Data curation Methodology Software) , Xiang Wang (Funding acquisition Project administration Writing – review & editing)
{"title":"Novel carvacrol derivatives containing a thiosemicarbazide moiety: As potential antioxidants and α-glucosidase inhibitors","authors":"Pei Li (Funding acquisition Project administration Writing – original draft Writing – review & editing) , Wenting Mei (Data curation Methodology Writing – original draft) , Yongxiang Wu (Data curation Methodology) , Wenmin Pan (Data curation Methodology Software) , You Zhang (Data curation Methodology Software) , Xiang Wang (Funding acquisition Project administration Writing – review & editing)","doi":"10.1080/10426507.2025.2581743","DOIUrl":"10.1080/10426507.2025.2581743","url":null,"abstract":"<div><div>In this study, using the plant-derived active compound carvacrol as the lead structure, a series of carvacrol derivatives incorporating a thiosemicarbazide moiety were synthesized and their structures were characterized by <sup>1</sup>H NMR,<sup>13</sup>C NMR, and HRMS. Subsequently, the <em>in vitro</em> antioxidant and α-glucosidase inhibitory activities of these compounds were evaluated. The bioassay results indicated that the target compounds exhibited certain <em>in vitro</em> antioxidant and α-glucosidase inhibitory activities. Among them, compound 2-(2-(5-isopropyl-2-methylphenoxy)acetyl)-<em>N</em>-phenylhydrazine-1-carbothioamide (<strong>4i</strong>) displayed the most potent <em>in vitro</em> antioxidant activity, with IC<sub>50</sub> values of 4.98 μg/mL for DPPH scavenging activity and 2.34 μg/mL for ABTS scavenging activity, which were superior to those of vitamin C and trolox. Meanwhile, compound <em>N</em>-(4-fluorophenyl)-2-(2-(5-isopropyl-2-methylphenoxy)acetyl)hydrazine-1-carbothioamide (<strong>4j</strong>) exhibited excellent <em>in vitro</em> α-glucosidase inhibitory activity, with an IC<sub>50</sub> value of 8.32 μg/mL, outperforming both carvacrol and acarbose.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"201 1","pages":"Pages 45-50"},"PeriodicalIF":1.6,"publicationDate":"2026-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145771946","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}
Michael P. Remington, Jr (Conceptualization Data curation Formal analysis Investigation Methodology Validation Writing – original draft Writing – review & editing) , Philip Boudjouk (Funding acquisition Project administration Resources Supervision)
{"title":"The deposition of highly oriented films of bismuth and single crystalline bismuth spheres from the OMCVD precursor tribenzyl bismuth (Bn3Bi)","authors":"Michael P. Remington, Jr (Conceptualization Data curation Formal analysis Investigation Methodology Validation Writing – original draft Writing – review & editing) , Philip Boudjouk (Funding acquisition Project administration Resources Supervision)","doi":"10.1080/10426507.2025.2576131","DOIUrl":"10.1080/10426507.2025.2576131","url":null,"abstract":"<div><div>The low-pressure CVD (LPCVD) of bismuth films on glass substrates from tribenzyl bismuth (Bn<sub>3</sub>Bi), where Bn = CH<sub>2</sub>C<sub>6</sub>H<sub>5</sub>, is described. The films produced were generally continuous in nature and uniform in thickness with the continuity and thickness decreasing with distance of the substrate from that of the precursor. The films displayed preferred orientation dominated by the {012} reflections. Deposition on Si(100) leads to the formation of single crystalline bismuth spheres. The spherical, equiaxed grains are single crystalline in nature with only the {012} reflections giving rise to diffraction and accounting for 99.8% of the total diffraction intensity. This study represents the first example of Bi(012) heteroepitaxy by CVD methods.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"201 1","pages":"Pages 35-44"},"PeriodicalIF":1.6,"publicationDate":"2026-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145771932","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":"One pot synthesis of chromene derivatives by using amine-functionalized nanozeolite (ZS-DABCO NPs) as a heterogeneous and reusable catalyst","authors":"Hamed Ghahremani (Funding acquisition Methodology) , Navabeh Nami (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Software Supervision Writing – original draft Writing – review & editing) , Reza Yousefi (Data curation Formal analysis Investigation)","doi":"10.1080/10426507.2025.2585101","DOIUrl":"10.1080/10426507.2025.2585101","url":null,"abstract":"<div><div>In this study, we report the synthesis and application of a novel basic nanocatalyst, ZS-DABCO NPs, prepared by functionalizing NaY nanozeolite with 3-chloropropyl trimethoxy silane followed by diazabicyclo[2.2.2]octane (DABCO). The catalyst was thoroughly characterized by FT-IR, XRD, CHN, DTA, TGA, TEM, and SEM analyses. ZS-DABCO NPs was successfully employed as an efficient and environmentally friendly catalyst for the one-pot, three-component synthesis of 2-amino-4<em>H</em>-chromene derivatives from dimedone, aromatic aldehydes, and malononitrile (or ethyl cyanoacetate) in ethanol under mild conditions. Optimization studies revealed that using 30 mg of catalyst in ethanol at room temperature provided the best yields, while comparative studies with other catalysts confirmed the superior performance of ZS-DABCO NPs in terms of yield, reaction time, and ease of recovery. The catalyst demonstrated excellent recyclability, maintaining its activity over six consecutive runs without significant loss of efficiency. Structural elucidation of the synthesized compounds was confirmed using NMR and IR spectroscopy. This work offers a simple, rapid, high-yielding, and green methodology for the synthesis of chromene derivatives, expanding the scope of clean organic transformations.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"201 1","pages":"Pages 114-127"},"PeriodicalIF":1.6,"publicationDate":"2026-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145771931","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":"Electrochemical regioselective trifluoromethylation of imidazo[2,1-b]thiazoles with CF3SO2Na","authors":"Meilin Liu (Methodology Writing – original draft) , Meng Xiao (Methodology Writing – review & editing) , Peng Liao (Data curation Writing – review & editing) , Wenjie Liu (Investigation Project administration)","doi":"10.1080/10426507.2025.2580364","DOIUrl":"10.1080/10426507.2025.2580364","url":null,"abstract":"<div><div>An efficient and green electrochemical trifluoromethylation of imidazo[2,1-<em>b</em>]thiazoles was realized by employing CF<sub>3</sub>SO<sub>2</sub>Na (Langlois reagent) as the CF<sub>3</sub> source. The 2,3-dihydroimidazo[2,1-<em>b</em>]thiazoles, 2-phenylbenzo[d]imidazo[2,1-<em>b</em>]thiazole and 2-phenylimidazo[1,2-<em>a</em>]pyridine also worked well. The strategy provides regioselective C-5 trifluoromethylation products with broad scope in 56-88% yields. In addition, this trifluoromethylation process has the advantages of being chemical oxidant-free and metal-free under safe and mild reaction conditions.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"201 1","pages":"Pages 136-142"},"PeriodicalIF":1.6,"publicationDate":"2026-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145771929","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":"DFT-based insight into substituent-controlled McCormack cycloaddition for the formation of phospholene oxides","authors":"Tayebeh Hadadi (Conceptualization Data curation Formal analysis Investigation Software) , Mehdi Shahraki (Investigation Methodology Software Supervision Writing – review & editing) , Fatemeh Mahmoudi (Data curation Formal analysis Methodology Visualization Writing – original draft)","doi":"10.1080/10426507.2025.2584183","DOIUrl":"10.1080/10426507.2025.2584183","url":null,"abstract":"<div><div>The effect of various electron-donating and electron-withdrawing substituents on the reactivity and mechanism of the McCormack [4 + 2] cycloaddition reaction was systematically investigated using density functional theory (DFT) at the M06-2X/6-311++G(2d,2p) level of theory. This reaction, an underexplored cheletropic process, involves the formation of phospholene oxides from substituted dienes and dihalophosphines. Conformational analysis revealed that the so-called “<em>cis</em>” dienes in experimental studies are more accurately described as <em>gauche</em> conformers. Conceptual DFT indices indicated that dienes act as nucleophiles, while dihalophosphines serve as electrophiles. Global electron density transfer (GEDT) values confirmed the non-polar nature of the transition states. The proposed two-step mechanism includes a slow cheletropic step followed by rapid hydrolysis, with the first step identified as the rate-determining step. Thermodynamic and kinetic analyses showed the exothermicity of the overall reaction, and isomerization pathways leading to 2-phospholene oxides were also explored. These findings provide detailed insight into substituent effects on the McCormack reaction and offer theoretical guidance for designing more efficient organophosphorus syntheses.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"201 1","pages":"Pages 85-95"},"PeriodicalIF":1.6,"publicationDate":"2026-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145771930","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":"On face index for some oxide and silicate networks","authors":"Jai Parkash (Conceptualization Formal analysis Validation Writing – original draft Writing – review & editing) , Vijay Kumar Bhat (Conceptualization Supervision Validation Writing – review & editing)","doi":"10.1080/10426507.2025.2578205","DOIUrl":"10.1080/10426507.2025.2578205","url":null,"abstract":"<div><div>Graph invariants, particularly topological indices, play a crucial role in understanding chemical structures. The face index, a recently introduced descriptor based on graph faces, predicts key physicochemical properties (e.g., energy levels, boiling points) but remains unexplored for oxide and silicate networks, a gap, that hinders its application to these industrially vital materials. Here, we derive exact closed form expressions for the face index of these networks, providing the first analytical formulas for these systems. Our results not only advance the mathematical characterization of complex silicates and oxides but also establish a foundation for correlating face index values with various physicochemical properties, enabling future QSAR/QSPR studies.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"201 1","pages":"Pages 65-73"},"PeriodicalIF":1.6,"publicationDate":"2026-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145771944","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}