Sulfinate-Promoted Defluorinative Cyclization of Polyfluoroalkyl Tetralones Enabled by Photocatalysis

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 3, 2025

A Ru-catalyzed defluorinative cyclization of polyfluoroalkyl tetralones has been developed under visible-light irradiation for the precise assembly γ-pyrones featuring α-perfluoroalkyl and β-fluorine substituents. Selective functionalization five C(sp3)–F bonds at three carbon sites on perfluoroalkyl chain provides a new mode utilizing polyfluorides as versatile synthons to access difficult-to-obtain heterocyclic scaffolds. Moreover, sulfinate salt serves dual roles an oxygen source creating carbonyl group defluorinating promoter.

Language: Английский

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Perfluoroalkyl Editing of Fluoroalkynes: Chemo-, Regio-, and Stereoselective Synthesis of (E)-(2-Amino-fluoroalkenyl)pyrimidines

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 26, 2025

A chemo-, regio-, and stereoselective condensation reaction of perfluoroalkyl alkynes (PFAAs), (CH2O)n, (NH4)2CO3 through the cleavage five inert C(sp3)-F bonds at three distinct carbon sites, thereby establishing an unprecedented platform for synthesizing structurally unique (E)-(2-amino-fluoroalkenyl)pyrimidines, is first developed. Remarkably, this features mild conditions, good compatibility with various functional groups, excellent E-stereoselectivity, late-stage modification complex molecules, scalability, versatile synthetic transformations resulting heterocyclic compounds.

Language: Английский

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Insight into the Photocatalytic Degradation Mechanism for “Forever Chemicals” PFNA by Reduced Graphene Oxide/WO₃ Nanoflower Heterostructures

ACS Omega, Journal Year: 2025, Volume and Issue: 10(10), P. 10675 - 10684

Published: March 4, 2025

Water contamination with "forever chemicals" like per- and polyfluoroalkyl substances (PFAS) poses significant toxicity to the environment. Since they are most persistent synthetic chemicals that hardly degrade in natural environment carcinogenic humans, there is an urgent need discover novel processes for destroying PFAS. Herein, we report on design of a reduced graphene oxide (r-GO)/WO3 nanoflower (WO3-NF)-based heterostructure harnessing 365 nm light-driven photocatalytic oxidation reduction process toward degradation perfluorononanoic acid (PFNA). Moreover, reported data reveal using r-GO/WO3-NF photocatalyst, 100% PFNA 14% defluorination can be achieved presence isopropyl alcohol as hydroxy radical (•OH) quencher or glucose hot hole (h+) after exposure light 22 h. A mechanistic study shows synergistic vital complete PFNA, where hydrated electron (eaq -) plays key role reducing agent h+ •OH act agents. Furthermore, destruction mechanism indicates chain shortening via C-C bond breaking C-F major pathways degradation. wavelength-dependent only 22% 532 h, which due lack formation electrons -). The current sheds construction r-GO/WO3 NF heterojunction highly efficient

Language: Английский

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Phosphate-enabled mechanochemical PFAS destruction for fluoride reuse

Nature, Journal Year: 2025, Volume and Issue: unknown

Published: March 26, 2025

Abstract Perfluoroalkyl and polyfluoroalkyl substances (PFASs) are persistent, bioaccumulative anthropogenic pollutants that have attracted the attention of public private sectors because their adverse impact on human health 1 . Although various technologies been deployed to degrade PFASs with a focus non-polymeric functionalized compounds (perfluorooctanoic acid perfluorooctanesulfonic acid) 2–4 , general PFAS destruction method coupled fluorine recovery for upcycling is highly desirable. Here we disclose protocol converts multiple classes PFAS, including fluoroplastics polytetrafluoroethylene polyvinylidene fluoride, into high-value fluorochemicals. To achieve this, were reacted potassium phosphate salts under solvent-free mechanochemical conditions, mineralization process enabling as KF K 2 PO 3 F fluorination chemistry. The can be recovered reuse, implying no detrimental phosphorus cycle. Therefore, not only destructible but now contribute sustainable circular economy.

Language: Английский

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Controlled Defluorinative Carboxylation Cascade of Sterically Hindered CF₃-Alkenes with Formate Salt via Photocatalysis

Organic Letters, Journal Year: 2025, Volume and Issue: 27(10), P. 2492 - 2497

Published: March 5, 2025

A controlled cleavage of double C-F bonds in sterically hindered tetrasubstituted CF3-alkenes using formate salt has been achieved through a photoinduced electron transfer approach. Diverse γ-branched multifunctionalized gem-difluoroalkenes and α-fluoroacrylic acids are obtained sequentially via hydrodefluorination bond carboxylation with good-to-high yields. Precisely controlling the quantity reaction time is crucial for obtaining divergent defluorinative products. Formate serves as C1 source, hydrogen donor, reducing agent.

Language: Английский

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How to get rid of toxic ‘forever chemical’ pollution

Nature, Journal Year: 2025, Volume and Issue: 640(8057), P. 22 - 24

Published: April 1, 2025

Language: Английский

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2D/2D NiPS3/g-C3N4 heterojunctions for photothermal-assisted photocatalytic hydrogen evolution

Separation and Purification Technology, Journal Year: 2025, Volume and Issue: unknown, P. 133121 - 133121

Published: April 1, 2025

Language: Английский

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Measurements of infrared absorption cross-sections for 1H-perfluorohexane and perfluoro-2-methyl-2-pentene from 300 to 340 K

Journal of Quantitative Spectroscopy and Radiative Transfer, Journal Year: 2025, Volume and Issue: unknown, P. 109469 - 109469

Published: April 1, 2025

Language: Английский

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A Critical Review of Sensors for Detecting Per- and Polyfluoroalkyl Substances: Focusing on Diverse Molecular Probes

Environmental Research, Journal Year: 2025, Volume and Issue: unknown, P. 121669 - 121669

Published: April 1, 2025

Language: Английский

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Leading Techniques for Per- and Polyfluoroalkyl Substances (PFASs) Remediating in Water and Wastewater

Water, Journal Year: 2025, Volume and Issue: 17(9), P. 1319 - 1319

Published: April 28, 2025

Per- and polyfluoroalkyl substances (PFASs), a class of synthetic organic compounds since the 1940s, have become widespread persistent environmental pollutants. Due to their high chemical stability, bioaccumulation potential, extensive industrial household applications, PFASs drawn significant attention from researchers worldwide in recent years, while hot topic, publications are updated very quickly. Various remediation technologies, including adsorption, pyrolysis, biodegradation, advanced oxidation, been developed treated as leading techniques mitigate PFAS contamination. Other alternative foam fractionation, constructed wetland, piezoelectric ball milling. However, effectiveness these methods varies depending on reaction mechanisms, operational conditions, factors. This review provides comprehensive summary latest advancements removal strategies, highlighting advantages, limitations, potential synergies. Furthermore, future research directions technological developments discussed explore more efficient, sustainable, cost-effective solutions for remediation.

Language: Английский

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