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}
{"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}
Jie Yang, Yan Zhou, Liqin Kang, Hua Zhang, Chuanxiang Liu
{"title":"A fluoride-responsive naphthalimide-derived chemosensor: Mechanistic insights into F--driven desilylation-decyanation cascade","authors":"Jie Yang, Yan Zhou, Liqin Kang, Hua Zhang, Chuanxiang Liu","doi":"10.1016/j.jfluchem.2025.110416","DOIUrl":"10.1016/j.jfluchem.2025.110416","url":null,"abstract":"<div><div>A new naphthalimide-derived chemosensor (<strong>R</strong>) was developed for the detection of fluoride through F<sup>-</sup>-driven desilylation-decyanation cascade. The probe exhibited significant \"naked-eye\" changes in UV–visible absorption (red shift of 300 nm), and a fluorescent turn-off response to fluoride (LOD = 27.2 <em>n</em>M). The sensing mechanism was confirmed by spectral comparison, NMR titration, and MS analysis. Accordingly, <strong>R</strong>-loaded test paper was prepared and used to detect fluoride in aqueous solutions.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"283 ","pages":"Article 110416"},"PeriodicalIF":1.7,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143563366","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":"Clean photochemical conversion of perfluoroalkylated phenanthrene-9,10-o-quinones to perfluoroalkylated diphenic anhydrides","authors":"Shankar Gairhe, Mason Ferrie, Haoran Sun","doi":"10.1016/j.jfluchem.2025.110406","DOIUrl":"10.1016/j.jfluchem.2025.110406","url":null,"abstract":"<div><div>Under light irradiation, carbonyl compounds interact with molecular oxygen, a common excited state quencher, resulting in the formation of either triplet state-oxygen adducts or singlet oxygen via energy transfer. With phenanthrene-9,10-o-quinones, molecular oxygen usually adds on molecular structures forming triplet state-oxygen adducts which then convert to different final products, often complex mixtures. Here, we report that perfluoroalkylated phenanthrene-9,10-o-quinones exclusively undergo light mediated transformation into diphenic anhydride derivatives.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"283 ","pages":"Article 110406"},"PeriodicalIF":1.7,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143521298","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}
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}
Noora A. Rajala , Edla K. Kerminen , Simo A. Salo , Melina J.J. Väkiparta , Anna K. Kirjavainen
{"title":"A simplified GMP-compliant cassette synthesis for ruthenium-mediated 18F-deoxyfluorination of [18F]FPATPP from a phenolic precursor","authors":"Noora A. Rajala , Edla K. Kerminen , Simo A. Salo , Melina J.J. Väkiparta , Anna K. Kirjavainen","doi":"10.1016/j.jfluchem.2025.110423","DOIUrl":"10.1016/j.jfluchem.2025.110423","url":null,"abstract":"<div><div>Ruthenium-mediated <sup>18</sup>F-deoxyfluorination of phenols is a fairly new, but highly underutilized, labeling method option of tracers for positron emission tomography (PET). Most of the published methods are directed toward peptide syntheses and include extensive preparation steps. This study aimed to simplify ruthenium-mediated <sup>18</sup>F-deoxyfluorination of [<sup>18</sup>F]FPATPP by using the TRASIS AllinOne synthesis platform. This protocol takes minimal preparation time (1 h) and applies a straightforward synthesis that can be used to produce tracers from their electron-rich phenolic precursors bearing protic functional groups such as alcohols and amines. The new simplified cassette method afforded a novel cannabinoid receptor 1 specific tracer [<sup>18</sup>F]FPATPP with a radiochemical yield of 34 ± 2 %, radiochemical purity of ≥ 97 %, and a molar activity of 620 ± 75 GBq/µmol. The total synthesis time was 55 min. In addition, we developed an attachable accessory compatible with TRASIS AllinOne to enable needle movement to enhance the synthesis yield. Our results broaden the possibilities of a cassette based synthesis development for <sup>18</sup>F-labeled molecules and bridge the gap between research and GMP compatible synthesis methods.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"283 ","pages":"Article 110423"},"PeriodicalIF":1.7,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143735255","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":"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}
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}