Larisa Politanskaya , Bulat Khasanov , Irina Bagryanskaya , Maria Niukalova , Sergey Aksakov , Irina Balashova , Vladimir Zarubaev
{"title":"Efficient synthesis, structure and anti-influenza virus activity of fluorinated pyrido[4,3-b][1,4]thiazine 1,1-dioxide derivatives","authors":"Larisa Politanskaya , Bulat Khasanov , Irina Bagryanskaya , Maria Niukalova , Sergey Aksakov , Irina Balashova , Vladimir Zarubaev","doi":"10.1016/j.jfluchem.2025.110430","DOIUrl":"10.1016/j.jfluchem.2025.110430","url":null,"abstract":"<div><div>A series of fluorinated bicyclic fused compounds, containing fragments of pyridine and 3,4-dihydro-2<em>H</em>-1,4-thiazine 1,1-dioxide were synthesized via one-pot substitution of halogen atoms by N-nucleophiles in polyfluorinated precursor. Formation of the heterocyclic moiety was proceed as a two-stage process starting from Br replacement at the side chain followed by intramolecular aminodefluorination. The structures of some of the obtained heterocycles were confirmed using X-ray diffraction analysis. In addition, their inhibitory activity against influenza A/Puerto Rico/8/34 (H1N1) virus in MDCK cell culture was evaluated and compound-leader was found.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"283 ","pages":"Article 110430"},"PeriodicalIF":1.7,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143916887","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}
Jiawen Deng , Lukang Lin , Yahan Zhang , Xu Yao , Jun Zhang , Jin-Hong Lin , Wenbin Yi , Xing Zheng , Ji-Chang Xiao
{"title":"Synthesis and characterization of 5-(trifluoromethyl)tetrazol-based energetic salts","authors":"Jiawen Deng , Lukang Lin , Yahan Zhang , Xu Yao , Jun Zhang , Jin-Hong Lin , Wenbin Yi , Xing Zheng , Ji-Chang Xiao","doi":"10.1016/j.jfluchem.2025.110427","DOIUrl":"10.1016/j.jfluchem.2025.110427","url":null,"abstract":"<div><div>Two types of 5-trifluoromethyl tetrazole-based energetic salts were successfully synthesized from trifluoroacetamide and sodium azide. The synthetic approach is characterized by its simplicity and safety. The X-ray diffraction analysis reveals the presence of both intermolecular and intramolecular hydrogen bonding within the crystal lattice of energetic salts. The synthesized compound <strong>4</strong> demonstrated notable physical properties, including high densities (1.64 g cm<sup>-3</sup>), great thermal stability (with decomposition temperatures of 167 °C), and excellent insensitivity (impact sensitivity exceeding 40 J). These attributes suggest that the compound <strong>4</strong> possess promising energetic performance and is potential candidates for use as insensitive high-energy materials.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"283 ","pages":"Article 110427"},"PeriodicalIF":1.7,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143912818","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}
Zhou Yu , Sheng Wang , Wenbo Chen , Lele Wen , Long Lu
{"title":"Fluorination of sulfonyl hydrazides with fluorine gas for the synthesis of sulfonyl fluorides","authors":"Zhou Yu , Sheng Wang , Wenbo Chen , Lele Wen , Long Lu","doi":"10.1016/j.jfluchem.2025.110425","DOIUrl":"10.1016/j.jfluchem.2025.110425","url":null,"abstract":"<div><div>An efficient method for synthesizing sulfonyl fluorides by fluorinating sulfonyl hydrazides with 10 % F<sub>2</sub>/N<sub>2</sub> was developed. This transformation demonstrated a broad substrate scope, yielding a series of sulfonyl fluorides in moderate to good yields. Additionally, a 10 g scale experiment was conducted, demonstrating the practicality of this method.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"283 ","pages":"Article 110425"},"PeriodicalIF":1.7,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143887151","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 electron into the multilayer cyclic hexamer of hydrogen fluoride","authors":"Hai-Han Liu, Zhong-Min Su, Hong-Liang Xu","doi":"10.1016/j.jfluchem.2025.110429","DOIUrl":"10.1016/j.jfluchem.2025.110429","url":null,"abstract":"<div><div>Due to its toxicity and hazard, the experimental observation of the structure and characteristics of hydrogen fluoride (HF) clusters poses significant challenges. In this work, by integrating theoretical analysis with prior experimental findings, we determined that the stable chair-like hexamer structure (HF)<sub>6</sub> can be transformed into a planar cyclic anion (HF)<sub>6</sub>@e upon the addition of a single electron. Excitingly, there is a larger interaction (<em>E</em><sub>int</sub> = -9.92 kcal/mol) between the two (HF)<sub>6</sub> layers in [(HF)<sub>6</sub>]<sub>2</sub>@e: an innovative <em>one electron sigma bond</em> (<em>σ</em><sub>1e</sub>) emerges. Further, the geometry of <em>σ</em><sub>1e</sub> can be adjusted by varying the strength of the additional electric field. This study offers new insights into the HF clusters and demands further explorations in this field.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"283 ","pages":"Article 110429"},"PeriodicalIF":1.7,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143903519","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}
Sheng Wang , Zhou Yu , Wenbo Chen , Yaming Wu , Chun-Hui Xing , Long Lu
{"title":"Difluoroamination of diaryl gem-dichlorides with difluorosulfamate tetramethylammonium salts","authors":"Sheng Wang , Zhou Yu , Wenbo Chen , Yaming Wu , Chun-Hui Xing , Long Lu","doi":"10.1016/j.jfluchem.2025.110428","DOIUrl":"10.1016/j.jfluchem.2025.110428","url":null,"abstract":"<div><div>An efficient and mild approach was developed for the difluoroamination of diaryl gem‑dichlorides. This transformation was achieved using the ferric chloride as a Lewis acid and difluorosulfamate tetramethylammonium salt as the difluoroamination reagent. The method exhibited moderate functional group tolerance, highlighting its versatility for introducing difluoroamino groups. And the retention of the C<img>Cl bond in the product offers the potential possibilities for subsequent modifications.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"283 ","pages":"Article 110428"},"PeriodicalIF":1.7,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143912819","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}
Syed Muzzamil Hussain Shah , Ebrahim Al-Qadami , Ismail Abdulazeez , Mohamed A. Yassin , Sani I. Abba , Dahiru U. Lawal , Isam H. Aljundi
{"title":"Per- and polyfluoroalkyl substances (PFASs) in water-based environments: A systematic review of treatment technologies and research trends (2017–2024)","authors":"Syed Muzzamil Hussain Shah , Ebrahim Al-Qadami , Ismail Abdulazeez , Mohamed A. Yassin , Sani I. Abba , Dahiru U. Lawal , Isam H. Aljundi","doi":"10.1016/j.jfluchem.2025.110435","DOIUrl":"10.1016/j.jfluchem.2025.110435","url":null,"abstract":"<div><div>Emerging pollutants (EPs), a diverse group of organic contaminants including pharmaceuticals, personal care products, and industrial chemicals such as per- and polyfluoroalkyl substances (PFAS), pose a significant threat to global water quality, human health, and ecological systems. These persistent and often unregulated compounds necessitate effective removal strategies. To better understand the range of available PFAS treatment methods in water and their reported efficiency, a literature-based systematic review was conducted in multiple phases, ensuring a thorough and structured analysis. In the first phase, a comprehensive search of Scopus and Web of Science (WoS) was performed, employing specific keywords to identify the relevant research. As this study prioritized experimental research on PFAS degradation and removal, the selection process involved excluding duplicates, non-English publications, modeling studies, book chapters, PFAS monitoring and characterization studies, and the review articles. After a thorough screening, the technical papers specifically investigating the treatment methods were selected for an in-depth analysis, focusing on the several parameters, including the medium type, target PFAS, treatment type, treatment method and the treatment efficacy. This review critically synthesizes key information on effective treatment technologies and experimental procedures, presenting a year-wise analysis of advancements and trends. Therefore, the findings presented herein provide a comprehensive overview of the progress in PFAS degradation technologies, highlighting key advancements, challenges, and research gaps. Thus, this review serves as a valuable resource to guide future research and the development of more efficient and sustainable PFAS treatment strategies.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"283 ","pages":"Article 110435"},"PeriodicalIF":1.7,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144168688","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":"Energetic insights into the fluorination of Cyclobutane: Mono- and Difluorocyclobutanes","authors":"Matheus P. Freitas","doi":"10.1016/j.jfluchem.2025.110431","DOIUrl":"10.1016/j.jfluchem.2025.110431","url":null,"abstract":"<div><div>Cyclobutane, a key cycloalkane in various functional compounds, including pharmaceuticals, exhibits significant property modifications upon fluorination, such as altered conformation, polarity, and lipophilicity. This quantum-chemical study, performed at the G3MP2B3 level, investigates the effects of mono- and difluorination of cyclobutane. It examines the energetics of incorporating axial and equatorial fluorines at geminal, vicinal, and 1,3-relative positions. Isodesmic reaction analysis reveals that fluorination of cyclobutane is thermodynamically favorable overall. However, introducing axial fluorine is less energetically favorable, rendering diaxial <em>trans</em>-1,2- and <em>cis</em>-1,3-cyclobutanes unstable. Among the isomers, 1,1-difluorocyclobutane achieves notable stabilization via an anomeric-like interaction (<em>n</em><sub>F</sub> → σ*<sub>CF</sub>), whereas other isomers experience greater destabilization due to Lewis-type interactions compared to electron delocalization. Axial and equatorial <em>C</em> − <em>F</em> bonds can be distinguished by their <sup>1</sup><em>J</em><sub>CF</sub> coupling constants. These insights are valuable for the rational design of fluorinated cyclobutane derivatives with properties influenced by the stereochemical arrangement and relative positioning of fluorine atoms.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"283 ","pages":"Article 110431"},"PeriodicalIF":1.7,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143903518","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}
Weican Hu , Xingxing Wang , Wu Hao, Pu Li, Wenfang Feng, Zhibin Zhou, Heng Zhang
{"title":"Sulfinyl-functionalized fluorinated imide anions for ionic liquids and battery electrolytes","authors":"Weican Hu , Xingxing Wang , Wu Hao, Pu Li, Wenfang Feng, Zhibin Zhou, Heng Zhang","doi":"10.1016/j.jfluchem.2025.110426","DOIUrl":"10.1016/j.jfluchem.2025.110426","url":null,"abstract":"<div><div>To expediate the development of ionic liquids (ILs) as electrolyte materials for battery application, an adequate correlation between chemical structures of ILs and their inherent properties is essential. Herein, a series of ILs containing sulfinyl-functionalized fluorinated imide anions with a lower valence state sulfur [i.e., S(IV)] are synthesized and suggested as electrolyte candidates for battery use. Our results show that structural modifications of the sulfinyl-functionalized fluorinated imide anions allow precise control of the physical and electrochemical properties of the corresponding ILs, including thermal properties, transport behaviors, and electrochemical stability. Replacing classic sulfonyl group (–SO<sub>2</sub>–) with sulfinyl moiety (–SO–) affords ILs with higher structural flexibility, and stronger resistance towards crystallization. The incorporation of longer perfluoroalkyl functionalities slightly increases the oxidative tolerance of the ILs with sulfinyl-functionalized fluorinated imide anions, which may allow more positive participation in building the electrode-electrolyte interface. The present work brings new opportunities for customizing IL-based electrolytes for the conversion-type electrode materials with lower working potentials.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"283 ","pages":"Article 110426"},"PeriodicalIF":1.7,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143899510","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}
Sergiy S. Mykhaylychenko , Svitlana V. Shishkina , Eduard B. Rusanov , Yuriy G. Shermolovich
{"title":"One-pot cascade synthesis of fluorinated thiazolidine-, thiazoline- and thiazole-5-carboxylic acid esters from N-monosubstituted perfluoroalkanethioamides","authors":"Sergiy S. Mykhaylychenko , Svitlana V. Shishkina , Eduard B. Rusanov , Yuriy G. Shermolovich","doi":"10.1016/j.jfluchem.2025.110433","DOIUrl":"10.1016/j.jfluchem.2025.110433","url":null,"abstract":"<div><div>The synthesis of new fluorinated thiazolidine-, thiazoline- and thiazole-5-carboxylic acid esters was performed via a one-pot cascade heterocyclization reaction of <em>N</em>-monosubstituted perfluoroalkanethioamides with methyl bromoacetate in the presence of 1,8-diazabicyclo[5.4.0]undec‑7-ene. The structures of fluorine-containing 1,3-thiazolidine and 1,3-thiazole derivatives have been determined by X-ray diffraction analysis. The plausible reaction pathways leading to the formation of various products are discussed. It was shown that the nature of the substituent at the nitrogen atom of thioamides, perfluoroalkyl chain length and the amount of the base significantly affect the reaction outcome.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"283 ","pages":"Article 110433"},"PeriodicalIF":1.7,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144071843","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 characterization of new Tl+ and Pb2+ oxyfluoridozirconates deriving from hexagonal layer structures of M’xM3×9–13 general formula","authors":"Jean-Paul Laval","doi":"10.1016/j.jfluchem.2025.110424","DOIUrl":"10.1016/j.jfluchem.2025.110424","url":null,"abstract":"<div><div>A new series of Tl<sup>+</sup> and Pb<sup>2+</sup> oxyfluoridozirconates is isolated and structurally described in hexagonal symmetry, P6<sub>3</sub>/mmc space group and close lattice parameters (<em>a</em> = 7.649 Å and <em>c</em> = 15.797 Å for Tl<sub>0.69</sub>Zr<sub>3</sub>O<sub>1.91</sub>F<sub>8.87</sub>; <em>a</em> = 7.647(2) Å and <em>c</em> = 15.835(4) Å for Pb<sub>0.714</sub>Zr<sub>3</sub>O<sub>2.90</sub>F<sub>7.62</sub>). The refined Tl content varies from 0.69/1 to 0.90/1 (0.71 to 0.76 for Pb) and is never stoichiometric. Their structure corresponds to a stacking of hexagonal layers containing a strong framework of ZrOF<sub>7</sub> bicapped trigonal prisms and ZrO<sub>2</sub>F<sub>5</sub> pentagonal bipyramids sharing edges and vertices and forming triangular clusters of formula comprised between Zr<sub>3</sub>OF<sub>18</sub> and Zr<sub>3</sub>O<sub>4</sub>F<sub>12</sub>. These units are all centered on one O anion and interconnected <em>via</em> F corners with three other triangular units forming layers delimiting holes of distorted hexagonal section partly occupied by Tl<sup>+</sup> or Pb<sup>2+</sup> cations.</div><div>This new type is compared to many structures presenting various stackings of similar hexagonal or pseudo-hexagonal layers with M<sup>3+</sup> or M<sup>4+</sup> cations of high size coordinated by 6, 7, 7 + 8, 8, 8 + 9, 9 F and/or O anions. All belong to a same family of phases of M’<sub>x</sub>M<sub>3</sub>X<sub>9–13</sub> general formula.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"283 ","pages":"Article 110424"},"PeriodicalIF":1.7,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143854383","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}