ChemistrySelect最新文献

{"title":"Synthesis and a Kinetic Study of the Reactivity of 1-Amino-7,7-dimethylbicyclo[2.2.1]heptan-2-one in Alkylation Reactions with Structurally Similar Amines","authors":"Serafim А. Tishchenko,&nbsp;Anastasiya S. Sokolova,&nbsp;Margarita A. Arbuzova,&nbsp;Olga Yu. Selyutina,&nbsp;Dmitry O. Tsypyshev,&nbsp;Olga I. Yarovaya,&nbsp;Sergey G. Arkhipov,&nbsp;Nariman F. Salakhutdinov","doi":"10.1002/slct.202405689","DOIUrl":"https://doi.org/10.1002/slct.202405689","url":null,"abstract":"<p>Amine-containing natural products have garnered much attention in synthetic chemistry owing to their potential as starting points in medicinal chemistry. In this study, we present an improved method for the synthesis of (1<i>S</i>,4<i>R</i>)-1-amino-7,7-dimethylbicyclo[2.2.1]heptan-2-one (<b>1</b>) and conduct a comparative analysis of its reactivity in alkylation reactions with structurally related amines. The synthetic route involved the activation of the carboxylic group using an acid chloride for acyl azide synthesis, isolation of the acyl azide in its pure form, and subsequent rearrangement via reflux in toluene, enabling the preparation of target amine <b>1</b>. The reactivity of amine <b>1</b> was investigated in comparison with a series of other amines in alkylation reactions. The reaction of each amine with methyl iodide resulted in nonspecific alkylation, giving rise to mono- and dialkylated products. Reactions with allyl and benzyl bromide yielded only monoalkylated products. Kinetic analysis revealed that the alkylation of each amine with MeI and allyl bromide proceeded via the SN2 mechanism. In contrast, amine <b>1</b> reacted with benzyl bromide via the SN1 mechanism, whereas the other amines followed the SN2 pathway. Calculations of nucleophilicity parameters also showed that amine <b>1</b> manifests reduced nucleophilicity compared to the other studied amines.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 20","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-05-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144125961","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":"Studies on Cardanol-Terminated Phenolphthalein-Based Polybenzoxazine Composites Reinforced with Functionalized Graphitic and Boron-Doped Carbon Nitride for High Dielectric Applications","authors":"Narmatha Muthukumar,&nbsp;Balaji Krishnasamy,&nbsp;Hariharan Arumugam,&nbsp;Muthusamy Athianna","doi":"10.1002/slct.202501177","DOIUrl":"https://doi.org/10.1002/slct.202501177","url":null,"abstract":"<p>The aim of this study was to focus on the development of cardanol-terminated tetrafunctional benzoxazine (P-ipda-C) by reacting with phenolphthalein, isophoronediamine, paraformaldehyde, and cardanol under appropriate experimental conditions. Proton, carbon NMR and FTIR spectroscopic techniques were used to analyze the chemical structure of the synthesized benzoxazine monomer (P-ipda-C). The polymerization temperature (<i><span>T</span></i>_p) of P-ipda-C (242 °C) monomer was determined by differential scanning calorimetry (DSC). The P-ipda-C composites were prepared by integrating different weight percentages (1%, 3%, 5%, 7%, 10%, and 15%) of cardanol-modified graphitic carbon nitride (g-C₃N₄) and boron-doped graphitic carbon nitride (B-g-C₃N₄) as reinforcing agents. The T_max of the pure poly(P-ipda-C) was recorded at 392 °C, while all the developed composites displayed <i>T</i>_max values exceeding 425 °C. The theoretical limiting oxygen index (LOI) values calculated for the composites exceeded the critical threshold of 26, indicating their self-extinguishing properties. The water contact angle (WCA) of poly(P-ipda-C) was measured at 137 ± 2°. Notably, polybenzoxazine composites containing 15 wt% of cardanol-functionalized g-C₃N₄ and B-g-C₃N₄ exhibited the highest WCA values of 150° and 151°, respectively, approaching superhydrophobicity. The dielectric constant of the pristine poly(P-ipda-C) was measured as 4.29 ± 0.01. In contrast, the P-ipda-C polymer composites reinforced with 15 wt% of cardanol-functionalized g-C₃N₄ and B-g-C₃N₄ exhibited the highest dielectric constants of 9.8 and 10.2, respectively, at a frequency of 2 MHz. The results of the thermal, hydrophobic, and dielectric studies demonstrate that P-ipda-C polybenzoxazine and its cardanol-functionalized g-C₃N₄ and B-g-C₃N₄ reinforced composites can be suitably exploited for electronic applications.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 20","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-05-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144118191","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 Study on a Novel Hydrophobic Associative Polymer Thickener for High-Salinity Water in Hydraulic Fracturing","authors":"Jiarun Zhou,&nbsp;Shibin Wang,&nbsp;Ruoyu Yang,&nbsp;Nanpeng Yang,&nbsp;Yu Peng,&nbsp;Junlong Li","doi":"10.1002/slct.202501613","DOIUrl":"https://doi.org/10.1002/slct.202501613","url":null,"abstract":"<p>The reuse of flowback fluid is a critical strategy for mitigating environmental pollution and reducing the costs associated with hydraulic fracturing technology in oil fields. However, in high-salinity formations, the electrostatic shielding effect caused by high-salinity flowback fluid significantly reduces the thickening efficiency of polyacrylamide-based thickeners, thereby hindering the reuse of flowback fluid. In this study, we synthesized a novel, high-salinity-resistant, hydrophobic associative polymer (CHFR) by incorporating the hydrophobic monomer octadecyl polyoxyethylene methacrylate (N1810) into acrylamide (AM), acrylic acid (AA), 2-acrylamido-2-methylpropanesulfonic acid (AMPS), and methacryloxyethyl trimethylammonium chloride (DMC). FT-IR and ¹H NMR confirmed the successful synthesis of CHFR. The polymer demonstrated a viscosity retention of 53% in a 20,000 mg/L NaCl solution and 46% in a CaCl₂ solution, exhibiting salt tolerance concentrations that were 10 and 30 times higher than those of conventional PAM/AMPS. At 100 °C and a shear rate of 100 s⁻¹, CHFR retained 78% of its viscosity. The interaction process between salt and CHFR can be divided into four phases: the initial period, the rapid viscosity decline period, the slow viscosity decline period, and the stable viscosity period. The CHFR polymer exhibits excellent salt resistance, providing a new type of polymer thickener for the reuse of high-salinity flowback fluid.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 20","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-05-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144108771","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":"Dynamic Adsorption of Bisphenol A from Simulated Wastewater Using Arachis Hypogaea Husk-Based Composite","authors":"Tayyaba Naveed,&nbsp;Haq Nawaz Bhatti,&nbsp;Amina Khan,&nbsp;Muhammad Azam,&nbsp;Sana Ben Moussa,&nbsp;Aqsa Habib,&nbsp;Mamoon ur Rasheed","doi":"10.1002/slct.202405199","DOIUrl":"https://doi.org/10.1002/slct.202405199","url":null,"abstract":"<p>A biosorption technique has been employed to investigate the removal of bisphenol A from simulated wastewater using Arachis hypogaea husk (common name peanut husk; PH) and its chemically synthesized composite with polypyrrole (PPY-PH). SEM images confirmed the heterogeneous, porous, and fibrous structures favorable for sorption, while functional group modification was tracked via FT-IR. Native biomass and prepared composite were employed to optimize the pH in batch mode, while in continuous mode, parameters like flow rate, bed height, and bisphenol A concentration were optimized, and outcomes were illustrated in breakthrough curves. The maximum biosorption capacity with PH and PPY-PH is 5.17 and 6.25 mg/g, respectively, at a bed height of 4 cm and a flow rate of 1.8 mL/min. The results exhibited that the maximum biosorption capacity for PH and PPY-PH was observed at a bed height of 4 cm, a flow rate of 1.8 mL/min, and bisphenol A concentration of 45 ppm. Biosorption feasibility was also studied using mathematical models like the Thomas and Bed Depth Service Time models on experimental data. The current study revealed that peanut husk and its composite have promising biosorption potential and could be utilized in upscale wastewater treatment.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 20","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-05-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144108906","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":"Bi/BiOX/TiO2 NPs Nanoflowers for Photocatalytic CO2 Reduction","authors":"Shujun Yu,&nbsp;Genxiong A,&nbsp;Xuqi Yang,&nbsp;Qiaonan Yu,&nbsp;Pengcheng Wu,&nbsp;Keliang Wu","doi":"10.1002/slct.202500485","DOIUrl":"https://doi.org/10.1002/slct.202500485","url":null,"abstract":"<p>For a considerable time, one of the most effective and promising methods for producing value-added fuels and chemical compounds has been the photocatalytic reduction of CO₂ to CO/CH₄. However, CO₂'s high activation barrier and adverse reactions prevent it from developing further. Using ethylene glycol/water as a solvent, a multilayer BiOX(X = Cl, I) nanoparticle catalyst with plenty of oxygen vacancies was created in order to get over these restrictions. Furthermore, in situ Bi doping enhanced the photocatalyst's catalytic performance. The Bi/BiOX catalyst has a CO₂-reduced CO yield of 31.63 µmol/(g·h), which is 1.83 times higher than the initial BiOX. The results showed that the addition of Bi enhanced the quantity of reduction sites and caused a redistribution of the surface charge of BiOX, thereby improving the efficiency of photogenerated electron capture and hastening the process of photogenerated carrier separation. By combining TiO₂ and Bi/BiOX to create a heterojunction structure, the light absorption range was increased and the photogenerated carrier's separation efficiency was further improved. Bi/BiOX/TiO₂ enhanced the rate of CO₂ reduction to CO reduction products to 39.65 µmol/(g·h), which was 2.3 times greater than that of BiOX (17.29 µmol/(g·h)). The yield and selectivity of CO₂ reduction to CO are shown to be improved by in situ Bi doping in this work, offering a fresh approach to the creation of effective photocatalysts.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 20","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-05-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144108791","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 Studies of 1,3-Oxazol-4-yl Phosphonium Salts as Dual-Functional Antibacterial and Anticancer Agents","authors":"Dr. Diana Hodyna,&nbsp;Oksana Bahrieieva,&nbsp;Dr. Yurii Shulga,&nbsp;Dr. Vasyl Kovalishyn,&nbsp;Dr. Oleksandr Golovchenko,&nbsp;Dr. Oksana Golovchenko,&nbsp;Dr. Maryna Kachaeva,&nbsp;Dr. Stepan Pilyo,&nbsp;Dr. Olena Trokhimenko,&nbsp;Prof. Larysa Metelytsia,&nbsp;Prof. Volodymyr Brovarets","doi":"10.1002/slct.202500282","DOIUrl":"https://doi.org/10.1002/slct.202500282","url":null,"abstract":"<p>This report presents a comprehensive overview of the meticulous construction of a series of classification structure–activity relationship (SAR) models. These models are specifically designed to accurately predict the antibacterial activity of untested compounds against <i>Acinetobacter baumannii</i>. The binary models are based on 1687 chemicals and demonstrate a broad applicability domain for the structures for which they were designed. External validation with a test set confirms the models' capability to accurately predict the activity of newly designed compounds within the applicable range, achieving an accuracy of 78%–84%. The models were used to perform a virtual screening of a chemical library for compounds expected to be active against <i>Acinetobacter baumannii</i>. Six of the most promising compounds were synthesized and evaluated in vitro to assess their antibacterial activity. All tested molecules revealed high anti-<i>A. baumannii</i> activity. Our findings indicate that 3-oxazol-4-yl phosphonium salts demonstrate significant cytotoxicity. Notably, these compounds have been identified as potent anticancer agents, exhibiting IC₅₀ values ranging from 0.005 to 11.49 µM against the HEp-2 cell line.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 20","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-05-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144108946","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":"Ru(II)-Catalyzed C-H Alkylation of Indoles at the C-3 Position with Coumarin-3-Carboxylic Acids","authors":"Lina Jia,&nbsp;Zhikui Zhang","doi":"10.1002/slct.202500281","DOIUrl":"https://doi.org/10.1002/slct.202500281","url":null,"abstract":"<p>A ruthenium(II)-catalyzed C3-selective C─H activation of indoles bearing a pyridyl or pyrimidine directing group and subsequent conjugated/decarboxylative addition to coumarin-3-carboxylic acids has been demonstrated. This protocol efficiently afforded a variety of coumarin-containing indoles with excellent site selectivity, satisfactory product yields, and functional group tolerance.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 20","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-05-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144108772","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":"Structure and Biological Activities of Emodin Derivatives: An Overview","authors":"Jieyu Xing,&nbsp;Bin Dong,&nbsp;Zheng Li,&nbsp;Haiyun Chen","doi":"10.1002/slct.202502097","DOIUrl":"https://doi.org/10.1002/slct.202502097","url":null,"abstract":"<p>Emodin, a common anthraquinone compound, is found in numerous Chinese herbs. Despite emodin's broad biological activities, its clinical use is limited by low efficacy, poor water solubility, and potential hepatotoxicity and nephrotoxicity. Chemical structural modification is an important strategy to solve molecular properties. More than 386 molecules have been derived from emodin, and most of them were found with improved activities. In the present review, we summarized all the emodin derivatives and their corresponding biological activities with the aim to provide a better understanding of research progress on structural modifications of emodin, as well as beneficial advancements for its further development.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 20","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-05-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144108789","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":"Copper-Catalyzed Synthesis of Thiosulfonates Using Thiols and Water Through a Radical Process in Air","authors":"Dr. Nobukazu Taniguchi","doi":"10.1002/slct.202501449","DOIUrl":"https://doi.org/10.1002/slct.202501449","url":null,"abstract":"<p>Copper-catalyzed oxidation of thiols under air atmosphere could prepare efficiently the corresponding thiosulfonates in the presence of water. The reaction proceeded smoothly through a radical process. On the other hand, the reaction using aliphatic thiols was necessary for the addition of iodide ions. Furthermore, disulfides were available in the procedure. The procedure could carry out under mild conditions. The cross -coupling of 4-toluenethiol with 1-butanethiol could give the corresponding unsymmetrical disulfide in good yield.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 20","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-05-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144108792","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":"Exploring the Anti-Inflammatory Potential of a Steroid from Antarctic Lichen Umbilicaria antarctica (L.) Ach.: In Vitro, In Vivo Zebrafish Assay, and In Silico Studies","authors":"Jae Heon Sim,&nbsp;Sung Woo Shin,&nbsp;Eun Jin Heo,&nbsp;Na Woo Kim,&nbsp;Jun Hyuck Lee,&nbsp;Ui Joung Youn,&nbsp;Tong Ho Kang,&nbsp;Seulah Lee","doi":"10.1002/slct.202406180","DOIUrl":"https://doi.org/10.1002/slct.202406180","url":null,"abstract":"<p>Chemical analysis of the Antarctic lichen <i>Umbilicaria antarctica</i> (L.) Ach. led to the isolation of four compounds (<b>1</b>–<b>4</b>). Among these, 9,11-dehydroergosterol peroxide (<b>3</b>) demonstrated the most substantial anti-inflammatory effects both in vitro and in vivo using zebrafish models. Molecular docking studies were conducted to assess the binding affinities of the selected compounds with important inflammatory mediators iNOS and IL-10, and molecular dynamics (MD) simulations were performed on the most potent anti-inflammatory compound. RMSD plot analysis indicated that <b>3</b> remained stable throughout a 200 ns simulation period, particularly with iNOS. RMSF plots also suggested a stable and well-fitted conformation of <b>3</b> within the binding site of iNOS. The complex stability during the simulation is attributable to the hydrophobic interactions of <b>3</b> with TRP463, which contributed over 40% to the protein-ligand interactions. These findings suggest that 9,11-dehydroergosterol peroxide (<b>3</b>) could be a promising new strategy for treating inflammation.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 20","pages":""},"PeriodicalIF":1.9,"publicationDate":"2025-05-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/slct.202406180","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144108795","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}