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Recent Advances in C–H Functionalization of Pyrenes 芘的 C-H 功能化最新进展
Chemistry Pub Date : 2023-12-11 DOI: 10.3390/chemistry5040175
Srinivasarao Arulananda Babu, Arup Dalal, Subhankar Bodak
{"title":"Recent Advances in C–H Functionalization of Pyrenes","authors":"Srinivasarao Arulananda Babu, Arup Dalal, Subhankar Bodak","doi":"10.3390/chemistry5040175","DOIUrl":"https://doi.org/10.3390/chemistry5040175","url":null,"abstract":"In recent years, transition metal-catalyzed C–H activation and site-selective functionalization have been considered to be valuable synthetic tactics to functionalize organic compounds containing multiple C–H bonds. Pyrene is one of the privileged and notorious polycyclic aromatic hydrocarbons. Pyrene and its derivatives have found applications in various branches of chemical sciences, including organic chemistry, chemical biology, supramolecular sciences, and material sciences. Given the importance of pyrene derivatives, several classical methods, including the C–H functionalization method, have been developed for synthesizing modified pyrene scaffolds. This review attempts to cover the recent developments in the area pertaining to the modification of the pyrene motif through the C–H activation process and the functionalization of C–H bonds present in the pyrene motif, leading to functionalized pyrenes.","PeriodicalId":9850,"journal":{"name":"Chemistry","volume":"11 21","pages":""},"PeriodicalIF":0.0,"publicationDate":"2023-12-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138980992","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Iron-Promoted 1,5-Substitution Reaction of Endocyclic Enyne Oxiranes with MeMgBr: A Stereoselective Method for the Synthesis of Exocyclic 2,4,5-Trienol Derivatives 铁促进内环炔肟与 MeMgBr 的 1,5 取代反应:合成外环 2,4,5-三烯酚衍生物的立体选择性方法
Chemistry Pub Date : 2023-12-01 DOI: 10.3390/chemistry5040173
Melih Kuş, Cenk Omur, Sıla Karaca, Levent Artok
{"title":"Iron-Promoted 1,5-Substitution Reaction of Endocyclic Enyne Oxiranes with MeMgBr: A Stereoselective Method for the Synthesis of Exocyclic 2,4,5-Trienol Derivatives","authors":"Melih Kuş, Cenk Omur, Sıla Karaca, Levent Artok","doi":"10.3390/chemistry5040173","DOIUrl":"https://doi.org/10.3390/chemistry5040173","url":null,"abstract":"The iron-promoted 1,5-substitution reaction of endocyclic oxiranes with MeMgBr yields exocyclic 2,4,5-trienols with high diastereomeric ratios of up to 100:0. However, for the method’s success, the oxirane ring must have a trans-configuration. The reactions exhibit strong stereoselectivity concerning the methylation mode and the configuration of the resulting exocyclic double bond. Enantiomerically pure enyne oxiranes can be synthesized through Sharpless asymmetric dihydroxylation and subsequent manipulations. With these reagents, it has been possible to produce exocyclic 2,4,5-trienols in enantiopure forms. Importantly, this process maintains chirality without degradation during the center-to-axis transfer of chirality.","PeriodicalId":9850,"journal":{"name":"Chemistry","volume":" 42","pages":""},"PeriodicalIF":0.0,"publicationDate":"2023-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138616805","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Chiral Hydroxamic Acid Ligands in the Asymmetric Synthesis of Natural Products 天然产品不对称合成中的手性羟肟酸配体
Chemistry Pub Date : 2023-12-01 DOI: 10.3390/chemistry5040174
T. Pawar, Karla Irazu Ventura-Hernández, F. R. Ramos-Morales, J. L. Olivares-Romero
{"title":"Chiral Hydroxamic Acid Ligands in the Asymmetric Synthesis of Natural Products","authors":"T. Pawar, Karla Irazu Ventura-Hernández, F. R. Ramos-Morales, J. L. Olivares-Romero","doi":"10.3390/chemistry5040174","DOIUrl":"https://doi.org/10.3390/chemistry5040174","url":null,"abstract":"Chiral hydroxamic acid (HA) and bis-hydroxamic acid (BHA) ligands have made significant contributions to the field of asymmetric synthesis, particularly in the synthesis of natural products. These ligands possess unique molecular structures that allow for exceptional stereochemical control, leading to their widespread use in catalytic systems. This review highlights the advancements made in asymmetric synthesis using chiral hydroxamic acid and bis-hydroxamic acid ligands and their impact on the synthesis of complex natural products. This discussion encompasses their role in enantioselective C–C bond formation, the functionalization of C–H bonds, the asymmetric transformations involving heteroatoms, and their application in the total synthesis of natural products. The versatility and efficiency of chiral hydroxamic acid ligands and bis-hydroxamic acid ligands make them invaluable tools for synthetic chemists working towards the efficient and selective synthesis of natural products. This review provides a comprehensive overview of their contributions, showcasing their potential to expand the boundaries of chemical synthesis and access the diverse array of natural product scaffolds.","PeriodicalId":9850,"journal":{"name":"Chemistry","volume":" 7","pages":""},"PeriodicalIF":0.0,"publicationDate":"2023-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138613676","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Polymerization Behavior and Rheological Properties of a Surfactant-Modified Reactive Hydrophobic Monomer 表面活性剂改性反应性疏水单体的聚合行为和流变性能
Chemistry Pub Date : 2023-11-14 DOI: 10.3390/chemistry5040168
Xin Wen, Lei Wang, Xiaojuan Lai, Guiru Liu, Wenwen Yang, Jinhao Gao, Yameng Liu, Wenyu Cui
{"title":"Polymerization Behavior and Rheological Properties of a Surfactant-Modified Reactive Hydrophobic Monomer","authors":"Xin Wen, Lei Wang, Xiaojuan Lai, Guiru Liu, Wenwen Yang, Jinhao Gao, Yameng Liu, Wenyu Cui","doi":"10.3390/chemistry5040168","DOIUrl":"https://doi.org/10.3390/chemistry5040168","url":null,"abstract":"The structures and properties of hydrophobic association polymers can be controlled using micelles. In this work, we synthesize a reactive hydrophobic surfactant monomer, KS-3, from oleic acid, N,N-dimethylpropylenediamine, and allyl chloride. A strong synergistic effect between KS-3 and cocamidopropyl betaine in aqueous solution enhances the hydrophilic dispersibility of KS-3, thereby transforming spherical micelles into cylindrical micelles. KS-3 was grafted onto a polyacrylamide chain via aqueous free-radical polymerization to obtain RES, a hydrophobic association polymer. Structural analysis revealed that the RES polymers assembled in wormlike micelles were more tightly arranged than those assembled in spherical micelles, resulting in a compact network structure in water, smooth surface, and high thermal stability. Rheological tests revealed that the synthesized polymers with wormlike and spherical micelles exhibited shear-thinning properties along with different structural strengths and viscoelasticities. Therefore, controlling the micellar state can effectively regulate the polymer properties. The polymers obtained through wormlike micelle polymerization have potential applications in fields with high demands, such as drug release, water purification, and oilfield development.","PeriodicalId":9850,"journal":{"name":"Chemistry","volume":"17 7","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-11-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"134900962","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Quantitative Determination of Fluoride Mass Concentration in Beers Produced in Croatia Using the Standard Addition Method in Potentiometry 用电位法标准加成法定量测定克罗地亚啤酒中氟化物质量浓度
Chemistry Pub Date : 2023-11-14 DOI: 10.3390/chemistry5040167
Maša Buljac, Marija Bralić, Nives Vladislavić, Josipa Dugeč, Josip Radić
{"title":"Quantitative Determination of Fluoride Mass Concentration in Beers Produced in Croatia Using the Standard Addition Method in Potentiometry","authors":"Maša Buljac, Marija Bralić, Nives Vladislavić, Josipa Dugeč, Josip Radić","doi":"10.3390/chemistry5040167","DOIUrl":"https://doi.org/10.3390/chemistry5040167","url":null,"abstract":"It is well known that beer is more than 90% water, and therefore, water can be one of the main sources of fluoride in beers. With this in mind, the goal of the present study was to determine the mass concentration of fluoride in 53 beer samples. Using the recently published standard addition method in potentiometry, the fluoride content of 28 samples of the most consumed beers in the Republic of Croatia was determined. The remaining 25 beer samples tested came from so-called microbreweries, which together account for less than 10% of the Croatian market. Fluoride concentrations in light beers ranged from 49 to 180 μg L−1, with a mean value of 95 ± 34 μg L−1, and from 52 to 164 μg L−1, with a mean value of 89 ± 29 μg L−1 in dark beers. The mean value of fluoride content in beers from large producers was 100 ± 38 μg L−1 and 89 ± 38 μg L−1 in beers from small producers. All values are within the recommended range and thus do not pose a risk to human health. The statistical analysis showed no correlation between the mass concentration of fluoride and pH, i.e., alcohol content in beers.","PeriodicalId":9850,"journal":{"name":"Chemistry","volume":"27 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-11-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"134901638","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Chemistry, Synthesis, and Structure Activity Relationship of Anticancer Quinoxalines 抗癌喹诺啉类化合物的化学、合成及构效关系研究
Chemistry Pub Date : 2023-11-14 DOI: 10.3390/chemistry5040166
Mohamed F. Zayed
{"title":"Chemistry, Synthesis, and Structure Activity Relationship of Anticancer Quinoxalines","authors":"Mohamed F. Zayed","doi":"10.3390/chemistry5040166","DOIUrl":"https://doi.org/10.3390/chemistry5040166","url":null,"abstract":"Quinoxaline is a fused heterocycle system of a benzene ring and pyrazine ring. It has earned considerable attention due to its importance in the field of medicinal chemistry. The system is of extensive importance due to its comprehensive array of biological activities. Quinoxaline derivatives have been used as anticancer, anticonvulsant, anti-inflammatory, antidiabetic, antioxidant, antibacterial, anti-TB, antimalarial, antiviral, anti-HIV, and many other uses. Variously substituted quinoxalines are significant therapeutic agents in the pharmaceutical industry. This review spotlights on the chemistry, physiochemical characters, synthesis, pharmaceutical products, and medicinal chemistry of various anticancer quinoxaline derivatives that were developed in the last period. It covers the period from 2016 to 2023.","PeriodicalId":9850,"journal":{"name":"Chemistry","volume":"3 2","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-11-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"134992037","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Vapor-Liquid Equilibrium in the Acetic Acid-Ethanol-Ethyl Acetate-Water Quaternary System: Critical Literature Review and Thermodynamic Consistency of the Experimental Data 乙酸-乙醇-乙酸乙酯-水四元体系的气液平衡:关键文献综述和实验数据的热力学一致性
Chemistry Pub Date : 2023-11-13 DOI: 10.3390/chemistry5040165
Georgii Misikov, Maya Trofimova, Igor Prikhodko
{"title":"Vapor-Liquid Equilibrium in the Acetic Acid-Ethanol-Ethyl Acetate-Water Quaternary System: Critical Literature Review and Thermodynamic Consistency of the Experimental Data","authors":"Georgii Misikov, Maya Trofimova, Igor Prikhodko","doi":"10.3390/chemistry5040165","DOIUrl":"https://doi.org/10.3390/chemistry5040165","url":null,"abstract":"This study presents a critical review of the experimental vapor-liquid equilibrium (VLE) data for the quaternary acetic acid-ethanol-ethyl acetate-water system and its subsystems that are reported in the literature. The thermodynamic consistency of the VLE data were verified using two integral tests: the Redlich–Kister test and the direct integration of the Gibbs–Duhem equation. The VLE data were correlated using the NRTL equation for further integration. Additionally, the reliable value of the integral derived from the direct integration of the Gibbs–Duhem equation for multicomponent systems under isothermal-isobaric conditions was estimated. This integral can be used for testing the thermodynamic consistency of experimental VLE data.","PeriodicalId":9850,"journal":{"name":"Chemistry","volume":"16 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136351482","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Recognizing New Types of Stacking Interactions by Analyzing Data in the Cambridge Structural Database 通过分析剑桥结构数据库中的数据识别新的堆叠相互作用类型
Chemistry Pub Date : 2023-11-13 DOI: 10.3390/chemistry5040164
Dušan P. Malenov, Snežana D. Zarić
{"title":"Recognizing New Types of Stacking Interactions by Analyzing Data in the Cambridge Structural Database","authors":"Dušan P. Malenov, Snežana D. Zarić","doi":"10.3390/chemistry5040164","DOIUrl":"https://doi.org/10.3390/chemistry5040164","url":null,"abstract":"Cambridge Structural Database (CSD) is the largest repository of crystal data, containing over 1.2 million crystal structures of organic, metal–organic and organometallic compounds. It is a powerful research tool in many areas, including the extensive studying of noncovalent interactions. In this review, we show how a thorough analysis of CSD crystal data resulted in recognition of novel types of stacking interactions. Even though stacking interactions were traditionally related to aromatic systems, a number of crystallographic studies have shown that nonaromatic metal–chelate rings, as well as hydrogen-bridged rings, can also form stacking interactions. Joined efforts of a CSD analysis and quantum chemical calculations showed that these new stacking interactions are stronger than stacking interactions of aromatic species and recognized them as very important attractive forces in numerous supramolecular systems.","PeriodicalId":9850,"journal":{"name":"Chemistry","volume":"143 12","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136351488","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis, Characterization and Photophysical Properties of Mixed Ligand (η3-Allyl)palladium(II) Complexes with N,N’Aromatic Diimines N,N '芳二亚胺混合配体(η - 3-烯丙基)钯(II)配合物的合成、表征及光物理性质
Chemistry Pub Date : 2023-11-12 DOI: 10.3390/chemistry5040162
Antonia Garypidou, Konstantinos Ypsilantis, Evaggelia Sifnaiou, Maria Manthou, Dimitris Thomos, John C. Plakatouras, Theodoros Tsolis, Achilleas Garoufis
{"title":"Synthesis, Characterization and Photophysical Properties of Mixed Ligand (η3-Allyl)palladium(II) Complexes with N,N’Aromatic Diimines","authors":"Antonia Garypidou, Konstantinos Ypsilantis, Evaggelia Sifnaiou, Maria Manthou, Dimitris Thomos, John C. Plakatouras, Theodoros Tsolis, Achilleas Garoufis","doi":"10.3390/chemistry5040162","DOIUrl":"https://doi.org/10.3390/chemistry5040162","url":null,"abstract":"Palladium(II) complexes of the general formula [Pd(η3-C3H5)(L)](PF6), where L is 4,7-diphenyl-1,10-phenanthroline (1), 2,9-dimethyl-1,10-phenanthroline (2), 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (3), 5-methyl-1,10-phenanthroline (4), 3,4,7,8-tetramethyl-1,10-phenanthroline (5), and 2-(2′-pyridyl) quinoxaline (6), were synthesized and characterized using high-resolution ESI-MS, NMR techniques and, in the case of (6), single-crystal X-ray diffraction methods. In addition, their photophysical properties were investigated. Complexes (1)–(6) were emitted in the greenish-blue region, with those containing methyl-substituted phenanthrolines having the higher quantum yield (≈14%) in the solid state.","PeriodicalId":9850,"journal":{"name":"Chemistry","volume":"36 40","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135038507","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Unusual Phase Behaviour for Organo-Halide Perovskite Nanoparticles Synthesized via Reverse Micelle Templating 反胶束模板法合成有机卤化物钙钛矿纳米颗粒的异常相行为
Chemistry Pub Date : 2023-11-12 DOI: 10.3390/chemistry5040163
Muhammad Munir, Arsani Salib, Lok Shu Hui, Ayse Turak
{"title":"Unusual Phase Behaviour for Organo-Halide Perovskite Nanoparticles Synthesized via Reverse Micelle Templating","authors":"Muhammad Munir, Arsani Salib, Lok Shu Hui, Ayse Turak","doi":"10.3390/chemistry5040163","DOIUrl":"https://doi.org/10.3390/chemistry5040163","url":null,"abstract":"Micelle templating has emerged as a powerful method to produce monodisperse nanoparticles. Herein, we explore unconventional phase transformations in the synthesis of organo-halide perovskite nanoparticles utilizing reverse micelle templates. We employ diblock-copolymer reverse micelles to fabricate these nanoparticles, which confines ions within micellar nanoreactors, retarding reaction kinetics and facilitating perovskite cage manipulation. The confined micellar environment exerts pressure on both precursors and perovskite crystals formed inside, enabling stable phases not typically observed at room temperature in conventional synthesis. This provides access to perovskite structures that are otherwise challenging to produce. The hydrophobic shell of the micelle also enhances perovskite stability, particularly when combined with anionic exchange approaches or large aromatic cations. This synergy results in long-lasting stable optical properties despite environmental exposure. Reverse micelle templates offer a versatile platform for modulating perovskite structure and behavior across a broad spectrum of perovskite compositions, yielding unique phases with diverse emission characteristics. By manipulating the composition and properties of the reverse micelle template, it is possible to tune the characteristics of the resulting nanoparticles, opening up exciting opportunities for customizing optical properties to suit various applications.","PeriodicalId":9850,"journal":{"name":"Chemistry","volume":"24 6","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-11-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135037048","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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