Journal of Fluorine Chemistry最新文献

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Oxidative addition reactions of triarylantimony with fluorinated β-diketones: a new approach to the synthesis of binuclear triarylantimony carboxylates 三芳基锑与氟化β-二酮的氧化加成反应:合成双核三芳基锑羧酸盐的新方法
IF 1.6 4区 化学
Journal of Fluorine Chemistry Pub Date : 2026-11-01 Epub Date: 2026-11-04 DOI: 10.1016/j.jfluchem.2026.110631
Ekaterina V. Artem’eva, Olga K. Sharutina, Aleksey V. Gushchin, Vladimir V. Sharutin, Andrey N. Efremov
{"title":"Oxidative addition reactions of triarylantimony with fluorinated β-diketones: a new approach to the synthesis of binuclear triarylantimony carboxylates","authors":"Ekaterina V. Artem’eva, Olga K. Sharutina, Aleksey V. Gushchin, Vladimir V. Sharutin, Andrey N. Efremov","doi":"10.1016/j.jfluchem.2026.110631","DOIUrl":"10.1016/j.jfluchem.2026.110631","url":null,"abstract":"<div><ul><li><span>•</span><span><div>The structure of the reaction products depends on the starting diketone.</div></span></li><li><span>•</span><span><div>Triarylantimony reacts with β-diketones to form binuclear triarylantimony carboxylates.</div></span></li><li><span>•</span><span><div>Unsymmetrical complexes with different fluorinated carboxylate ligands were formed.</div></span></li></ul></div><div><div>The oxidative addition reactions of triarylantimony Ar<sub>3</sub>Sb (Ar = Ph, <em>m</em>-Tol, C<sub>6</sub>H<sub>3</sub>-OMe-2-Br-5) with unsymmetrical fluorinated β-diketones RC(O)CH<sub>2</sub>C(O)R’ in the presence of <em>tert-</em>butyl hydroperoxide at an equimolar ratio of the reactants were studied. It was found that the structure of the reaction products is determined by the nature of the diketone. The interaction of <em>tris</em>(5-bromo-2-methoxyphenyl)antimony with 1,1,1-trifluoropentane-2,4-dione (R, R’ = CH<sub>3</sub>, CF<sub>3</sub>) yielded the triarylantimony diolate complex Ar<sub>3</sub>Sb[O(O)C(CF<sub>3</sub>)CH<sub>2</sub>C(Me)O] (<strong>1</strong>). The reactions of triphenylantimony with 1,1,1-trifluoro-5,5-dimethyl-2,4-hexanedione and 6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedione, containing one alkyl and one fluorinated alkyl substituents (R = <em>t</em>-Bu; R’ = CF<sub>3</sub>, C<sub>3</sub>F<sub>7</sub> (<strong>2<em>a,b</em></strong>)) lead to the formation of symmetrical binuclear products containing only fluorinated carboxylate ligands [Ph<sub>3</sub>Sb(OC(O)R’)]<sub>2</sub>O. Unsymmetrical binuclear triarylantimony carboxylates [CF<sub>3</sub>(O)CO]Ar<sub>3</sub>SbOSbAr<sub>3</sub>[OC(O)C<sub>2</sub>F<sub>5</sub>]] (<strong>3<em>a,b</em></strong>) were obtained by reactions of triphenyl- and tri(<em>m</em>-tolyl)antimony with 1,1,5,5,6,6,6-octafluoro-2,4-hexanedione containing two different fluorinated substituents at the β-carbon atom (R = CF<sub>3</sub>, C<sub>2</sub>F<sub>5</sub>). The structures of all the obtained compounds were established by X-ray diffraction.</div></div><div>The oxidative addition reactions of triarylantimony Ar<sub>3</sub>Sb (Ar = Ph, <em>m</em>-Tol, C<sub>6</sub>H<sub>3</sub>-OMe-2-Br-5) with unsymmetrical fluorinated β-diketones RC(O)CH<sub>2</sub>C(O)R’ in the presence of <em>tert-</em>butyl hydroperoxide at an equimolar ratio of the reactants were studied. It was found that the structure of the reaction products is determined by the nature of the diketone. The interaction of <em>tris</em>(5-bromo-2-methoxyphenyl)antimony with 1,1,1-trifluoropentane-2,4-dione (R, R’ = CH<sub>3</sub>, CF<sub>3</sub>) yielded the triarylantimony diolate complex Ar<sub>3</sub>Sb[O(O)C(CF<sub>3</sub>)CH<sub>2</sub>C(Me)O] (<strong>1</strong>). The reactions of triphenylantimony with 1,1,1-trifluoro-5,5-dimethyl-2,4-hexanedione and 6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedione, containing one alkyl and one fluorinated alkyl substituents (R = <em>t</em>-Bu; R’ = CF<sub>3</sub>, C<sub>3","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"294 ","pages":"Article 110631"},"PeriodicalIF":1.6,"publicationDate":"2026-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149347481","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}
引用次数: 0
Porous polytetrafluoroethylene barrier membranes fabricated via electrospinning and electrospray techniques for reconstructive surgery: Comparative study 用静电纺丝和电喷雾技术制备用于重建手术的多孔聚四氟乙烯屏障膜:比较研究
IF 1.6 4区 化学
Journal of Fluorine Chemistry Pub Date : 2026-11-01 Epub Date: 2026-10-29 DOI: 10.1016/j.jfluchem.2026.110630
Evgeniy Melnik, Shamil Akhmedov, Vladimir Lugovsky, Ivan Stepanov, Boris Kozlov, Semen Goreninskii, Evgenii Plotnikov, Vyacheslav Buznik, Andrey Yaroslavtsev, Evgeny Bolbasov
{"title":"Porous polytetrafluoroethylene barrier membranes fabricated via electrospinning and electrospray techniques for reconstructive surgery: Comparative study","authors":"Evgeniy Melnik,&nbsp;Shamil Akhmedov,&nbsp;Vladimir Lugovsky,&nbsp;Ivan Stepanov,&nbsp;Boris Kozlov,&nbsp;Semen Goreninskii,&nbsp;Evgenii Plotnikov,&nbsp;Vyacheslav Buznik,&nbsp;Andrey Yaroslavtsev,&nbsp;Evgeny Bolbasov","doi":"10.1016/j.jfluchem.2026.110630","DOIUrl":"10.1016/j.jfluchem.2026.110630","url":null,"abstract":"<div><div>Porous barrier membranes made from expanded polytetrafluoroethylene (ePTFE) are widely used in reconstructive surgery to prevent the ingrowth of unwanted tissue into defect sites and to act as anti-adhesion barriers that reduce postoperative scar formation. However, the complex manufacturing process associated with mechanical expansion leads to high production costs, limiting broader clinical adoption. In this study, we compared the structural, physicochemical, mechanical, and biological properties of porous PTFE barrier membranes fabricated by electrospinning and electrospraying with those of a commercially available ePTFE membrane, thereby providing a direct comparison of two distinct porous PTFE membrane architectures. The porous PTFE membranes were characterized using scanning electron microscopy, Fourier transform infrared spectroscopy, X-ray diffraction, tensile testing, contact angle goniometry, fibroblast cytotoxicity assays, and histological evaluation of the tissue response. The results showed that the fabrication methods produced markedly different membrane microstructures, which were associated with differences in tissue integration and inflammatory response. Both electrospinning and electrospraying were viable methods for producing non-cytotoxic PTFE barrier membranes with tunable structural properties. Notably, histological analysis revealed a favorable local tissue response and a limited inflammatory reaction to the electrospray fabricated PTFE membranes. Overall, these findings indicate that membrane microstructure ‒ including morphology, porosity, pore size, and surface topography ‒ is a major determinant of the biological performance of porous PTFE barrier membranes. They also provide a basis for the development of alternative PTFE barrier membranes for reconstructive surgery.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"294 ","pages":"Article 110630"},"PeriodicalIF":1.6,"publicationDate":"2026-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149347480","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}
引用次数: 0
Regioselective gold-catalyzed addition of phenols, alcohols and carboxylic acids to 2,2,2-trifluoroethyl-substituted alkynes 区域选择性金催化苯酚、醇和羧酸加成2,2,2-三氟乙基取代炔
IF 1.6 4区 化学
Journal of Fluorine Chemistry Pub Date : 2026-07-01 Epub Date: 2026-06-16 DOI: 10.1016/j.jfluchem.2026.110589
Raphaël Pronovost, Raphaël Gauthier, Nikolaos V. Tzouras, Steven P. Nolan, Jean-François Paquin
{"title":"Regioselective gold-catalyzed addition of phenols, alcohols and carboxylic acids to 2,2,2-trifluoroethyl-substituted alkynes","authors":"Raphaël Pronovost,&nbsp;Raphaël Gauthier,&nbsp;Nikolaos V. Tzouras,&nbsp;Steven P. Nolan,&nbsp;Jean-François Paquin","doi":"10.1016/j.jfluchem.2026.110589","DOIUrl":"10.1016/j.jfluchem.2026.110589","url":null,"abstract":"<div><div>The gold-catalyzed addition of phenols, alcohols, and carboxylic acids to 2,2,2-trifluoroethyl-substituted alkynes is reported. The reaction is highly regioselective, once again illustrating the strong directing effect of the trifluoromethyl group in gold-catalyzed additions to alkynes through its inductive influence.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"292 ","pages":"Article 110589"},"PeriodicalIF":1.6,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148565658","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}
引用次数: 0
Influences of substituent position and type on the melting point of fluorinated cast carrier explosives 取代基位置和类型对氟化铸载炸药熔点的影响
IF 1.6 4区 化学
Journal of Fluorine Chemistry Pub Date : 2026-07-01 Epub Date: 2026-06-25 DOI: 10.1016/j.jfluchem.2026.110593
Yujie Yan, Tao Huang, Chengrong Wang, Liqiong Luo, Rufang Peng, Bo Jin
{"title":"Influences of substituent position and type on the melting point of fluorinated cast carrier explosives","authors":"Yujie Yan,&nbsp;Tao Huang,&nbsp;Chengrong Wang,&nbsp;Liqiong Luo,&nbsp;Rufang Peng,&nbsp;Bo Jin","doi":"10.1016/j.jfluchem.2026.110593","DOIUrl":"10.1016/j.jfluchem.2026.110593","url":null,"abstract":"<div><div>Four fluorinated cast-carrier explosives were prepared using fluorinated benzene rings as raw materials via a high-temperature nitration method: 2,4-difluoro-3-methyl-1,5-dinitrobenzene (mDFDNT), 3-Fluoro-2-methyl-4,6-dinitroaniline (mDFDNTN), 1,2-difluoro-4-methyl-3,5-dinitrobenzene (qDFDNT), and 6-fluoro-3-methyl-2,4-dinitroaniline (qDFDNTN). The densities of the four explosives were 1.86, 1.681, 1.680, and 1.683 g cm<sup>−1</sup>, respectively, with melting points of 79.6 °C, 182.3 °C, 52.7 °C, and 129.3 °C, respectively. They exhibited moderate mechanical sensitivity, among them, mDFDNT, mDFDNTN and qDFDNT possess an impact sensitivity (<em>IS</em>) ≥ 35 J and friction sensitivity (<em>FS</em>) ≥ 360 N, while qDFDNTN shows <em>IS</em> ≥ 30 J and <em>FS</em> ≥ 324 N. The enthalpy of formation was calculated using the Gaussian 09 program at the CBS-4M level and obtained through an atomization reaction scheme. The heats of formation were -342.09 kJ/mol, -191.44 kJ/mol, -334.11 kJ/mol, and -181.07 kJ/mol, respectively; the detonation velocities were 7017, 6833, 7035, and 6791 m/s, respectively; and the corresponding detonation pressures were 21.4, 20.2, 21.5, and 19.8 GPa. mDFDNTN had the highest melting point due to the enhanced intermolecular hydrogen bonding caused by the introduction of amino groups; Hirshfeld surface analysis also confirmed this conclusion. Though mDFDNT/qDFDNT and mDFDNTN/qDFDNTN have the same molecular formula, their substituents are located at different positions, and differing only in the position of the substituents, the four compounds exhibited significant differences in melting points, indicating that the position and type of substituents have a crucial influence on the melting point of cast-supported explosives.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"292 ","pages":"Article 110593"},"PeriodicalIF":1.6,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148587711","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}
引用次数: 0
Investigating the effect of stereospecific fluorination on the potency and selectivity of the tricyclic antidepressant, imipramine 探讨立体特异性氟化对三环抗抑郁药丙咪嗪效价和选择性的影响
IF 1.6 4区 化学
Journal of Fluorine Chemistry Pub Date : 2026-07-01 Epub Date: 2026-07-02 DOI: 10.1016/j.jfluchem.2026.110594
Ishika Jaitly, Henry Parkins, Oscar Stokoe, Olivia A. Clink, Nicholas W. Barnes, Simona S. Capomolla, Mariah R. Stavrou, Celine Valant, Nicola J. Smith, Luke Hunter
{"title":"Investigating the effect of stereospecific fluorination on the potency and selectivity of the tricyclic antidepressant, imipramine","authors":"Ishika Jaitly,&nbsp;Henry Parkins,&nbsp;Oscar Stokoe,&nbsp;Olivia A. Clink,&nbsp;Nicholas W. Barnes,&nbsp;Simona S. Capomolla,&nbsp;Mariah R. Stavrou,&nbsp;Celine Valant,&nbsp;Nicola J. Smith,&nbsp;Luke Hunter","doi":"10.1016/j.jfluchem.2026.110594","DOIUrl":"10.1016/j.jfluchem.2026.110594","url":null,"abstract":"<div><div>Imipramine is a tricyclic antidepressant (TCA) that inhibits the serotonin reuptake transporter (SERT). However, the clinical use of TCAs such as imipramine is limited by side-effects arising from antagonism of several off-target receptors. In this work, stereospecific fluorination is investigated as a strategy for enhancing the potency and selectivity of imipramine through conformational bias. In contrast to prediction, fluorination of imipramine is found to confer reduced potency and selectivity towards SERT, and this may be attributable to clashes between fluorine and hydroxyl‑bearing amino acid residues within the SERT binding site.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"292 ","pages":"Article 110594"},"PeriodicalIF":1.6,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148587713","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}
引用次数: 0
Synthesis and reactions of perfluoroalkylene-bridged bis(hypervalent iodine) reagents 全氟烷基桥联双(高价碘)试剂的合成与反应
IF 1.6 4区 化学
Journal of Fluorine Chemistry Pub Date : 2026-07-01 Epub Date: 2026-07-14 DOI: 10.1016/j.jfluchem.2026.110599
Toshihiko Heima, Kaishi Ogami, Motohiro Yasui, Shigeyuki Yamada, Tsutomu Konno
{"title":"Synthesis and reactions of perfluoroalkylene-bridged bis(hypervalent iodine) reagents","authors":"Toshihiko Heima,&nbsp;Kaishi Ogami,&nbsp;Motohiro Yasui,&nbsp;Shigeyuki Yamada,&nbsp;Tsutomu Konno","doi":"10.1016/j.jfluchem.2026.110599","DOIUrl":"10.1016/j.jfluchem.2026.110599","url":null,"abstract":"<div><div>We report the synthesis and reactivity of a novel bis(hypervalent iodine) reagent incorporating a perfluoroalkylene chain. This reagent was readily synthesized in two steps from commercially available α,ω-dibromoperfluoroalkanes, and fully characterized by NMR spectroscopy and high-resolution mass spectrometry. Furthermore, we demonstrated that the reagent reacts with various alkenes and nucleophiles in the presence of a copper(I) catalyst, enabling efficient three-component transformations at both termini of the perfluoroalkylene chain under mild conditions. This methodology provides a new and efficient strategy for incorporating of perfluoroalkylene chains into organic molecules.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"292 ","pages":"Article 110599"},"PeriodicalIF":1.6,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148582298","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}
引用次数: 0
Investigation on the temperature dependence of decomposition reaction mechanism of C4F9OC2H5 C4F9OC2H5分解反应机理的温度依赖性研究
IF 1.6 4区 化学
Journal of Fluorine Chemistry Pub Date : 2026-07-01 Epub Date: 2026-07-12 DOI: 10.1016/j.jfluchem.2026.110600
Biao Zhou, Xikang Zhang, Xingjian Kang, Muying Ge, Yang Guo, Kai Wang, Hideki Yoshioka
{"title":"Investigation on the temperature dependence of decomposition reaction mechanism of C4F9OC2H5","authors":"Biao Zhou,&nbsp;Xikang Zhang,&nbsp;Xingjian Kang,&nbsp;Muying Ge,&nbsp;Yang Guo,&nbsp;Kai Wang,&nbsp;Hideki Yoshioka","doi":"10.1016/j.jfluchem.2026.110600","DOIUrl":"10.1016/j.jfluchem.2026.110600","url":null,"abstract":"<div><div>Hydrofluoroether (HFE-7200) is a highly promising working fluid for immersion liquid cooling due to its excellent environmental profile, superior insulation properties, and phase-change heat transfer performance. However, it is susceptible to thermal decomposition under high-temperature conditions. To investigate its high-temperature decomposition behavior, pyrolysis experiments were performed in a tube furnace, and the resulting products under various conditions were analyzed via gas chromatography-mass spectrometry (GC–MS). Additionally, the reaction pathways were explored using Gaussian software based on Density Functional Theory (DFT). The results demonstrate that HFE-7200 initiates primary cracking at 400 °C, the 500–700 °C range serves as a rapid growth interval for the pyrolysis conversion, and deep pyrolysis is observed above 700 °C. At 800 °C, near-complete decomposition is achieved within 2 s. The major organic products identified include C<sub>2</sub>H<sub>4</sub>, CF<sub>3</sub>CF=CF<sub>2</sub>, (CF<sub>3</sub>)<sub>2</sub>C<img>CF<sub>2</sub>, (CF<sub>3</sub>)<sub>2</sub>C–C(CF<sub>3</sub>)<sub>2</sub>, and CF<sub>3</sub>OCH<sub>2</sub>CH<sub>3</sub>. Furthermore, the HF yield increases significantly with temperature. Four primary reaction pathways were constructed: Pathway A originates from C–O bond cleavage, Pathway B involves C–C bond homolysis, Pathway C is characterized by radical chain reactions, and Pathway D generates ethylene via β-H elimination. This study provides valuable insights and a reference for assessing the decomposition risks of HFE-7200 in high-temperature applications.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"292 ","pages":"Article 110600"},"PeriodicalIF":1.6,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148582299","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}
引用次数: 0
Interrogation of silane incorporation in a modified tetrafluoroethylene-co-Ethyl(vinyl)ether fluoropolymer by nuclear magnetic resonance spectroscopy 核磁共振波谱法研究改性四氟乙烯-共乙基(乙烯基)醚含氟聚合物中硅烷的掺入
IF 1.6 4区 化学
Journal of Fluorine Chemistry Pub Date : 2026-07-01 Epub Date: 2026-07-02 DOI: 10.1016/j.jfluchem.2026.110595
Michael C. Davis, Rebecca J. Dooley, Alexander A. Marchione
{"title":"Interrogation of silane incorporation in a modified tetrafluoroethylene-co-Ethyl(vinyl)ether fluoropolymer by nuclear magnetic resonance spectroscopy","authors":"Michael C. Davis,&nbsp;Rebecca J. Dooley,&nbsp;Alexander A. Marchione","doi":"10.1016/j.jfluchem.2026.110595","DOIUrl":"10.1016/j.jfluchem.2026.110595","url":null,"abstract":"<div><div>A tetrafluoroethylene-co-ethyl(vinyl)ether copolymer has been interrogated to evaluate polymer composition and probe incorporation of a triisopropoxyvinylsilane. Fluoropolymers have applications in the electronics and semiconductor industries but since fluorinated polymers have both hydro- and oleophobic properties adhesion to certain substrates can be a challenge. Modifiers, including silanes, can be incorporated to enhance substrate binding and provide a mechanism for crosslinking allowing the polymer to maintain a rigid network with a required geometry. The concentration and structure of silane in the uncrosslinked polymer are, therefore, critical for understanding physical performance. Nuclear Magnetic Resonance (NMR) allows polymer structure to be interrogated probing the unique electrochemical bonding environment of a nucleus of interest. Short range order can be elucidated by different multidimensional NMR experiments that probe connectivity either through space or through bond. In this study NMR has been utilized to characterize a polyfluorinated silane modifying polymer, where multiple nonequivalent silane structures are observed.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"292 ","pages":"Article 110595"},"PeriodicalIF":1.6,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148582301","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}
引用次数: 0
Ylide-CF2H as difluorocarbene precursor for ring-opening difluoromethylation of cyclic (thio)ethers Ylide-CF2H作为环(硫)醚开环二氟甲基化的二氟苯前体
IF 1.6 4区 化学
Journal of Fluorine Chemistry Pub Date : 2026-07-01 Epub Date: 2026-07-04 DOI: 10.1016/j.jfluchem.2026.110596
Yining Li, Qilong Shen
{"title":"Ylide-CF2H as difluorocarbene precursor for ring-opening difluoromethylation of cyclic (thio)ethers","authors":"Yining Li,&nbsp;Qilong Shen","doi":"10.1016/j.jfluchem.2026.110596","DOIUrl":"10.1016/j.jfluchem.2026.110596","url":null,"abstract":"<div><div>A ring-opening three-component reaction of carboxylic acid, a cyclic (thio)ether and a difluorocarbene precursor <strong>Ylide</strong>-<strong>CF<sub>2</sub>H</strong> was reported, affording difluoromethyl(thio)ethers in good yields. The reaction proceeds under simple and mild conditions, with good substrate compatibility. Although the mechanism remains speculative, a proposed pathway involves the initial activation of the <strong>Ylide</strong>-<strong>CF<sub>2</sub>H</strong> species through protonation of the malonate moiety, leading to the generation of difluorocarbene. Nucleophilic attack of difluorocarbene by the cyclic (thio)ether forms an oxonium ylide or sulfonium ylide, which undergoes protonation followed by nucleophilic attack of the α-carbon of the intermediate to afford the difluoromethyl(thio)ethers. Additionally, by switching the solvent to toluene, a direct difluoromethylation of carboxylic acids was observed, which provides an alternative transformation under modified conditions.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"292 ","pages":"Article 110596"},"PeriodicalIF":1.6,"publicationDate":"2026-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148582302","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}
引用次数: 0
Degradation pathways of perfluoro-2-methyl-3-pentanone in different solvents: a multinuclear NMR and DFT study 全氟-2-甲基-3-戊酮在不同溶剂中的降解途径:多核磁共振和DFT研究
IF 1.6 4区 化学
Journal of Fluorine Chemistry Pub Date : 2026-07-01 Epub Date: 2026-07-09 DOI: 10.1016/j.jfluchem.2026.110598
Stefano Todisco, Paolo Antonio Di Lorenzo, Giacomo Saielli, Vito Gallo, Valeria Veronico, Salvatore Sgrò, Piero Mastrorilli
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