Polynitrobenzene Derivatives, Containing -CF3, -OCF3, and -O(CF2)nO- Functional Groups, as Candidates for Perspective Fluorinated High-Energy Materials: Theoretical Study DOI Creative Commons
Jelena Tamulienė, Jonas Šarlauskas

Energies, Journal Year: 2024, Volume and Issue: 17(23), P. 6126 - 6126

Published: Dec. 5, 2024

We performed a theoretical investigation of the fluorinated compounds’ morphology and stability. The research was conducted using widely adopted DFT approach, specifically B3LYP method cc-pVTZ basis set, aiming to design high-energy materials that exhibit low sensitivity, toxicity, instability, reduced proneness decomposition or degradation over short period. In paper, we presented results for compounds whose total energy is lowest. Their thermal chemical stability evaluated based on indicators such as cohesion, hardness, softness. oxygen–fluorine balance assessed determine sensitivity these advanced materials. density, detonation pressure, velocity selected conformers were theoretically obtained reveal influence -CF3, -OCF3, cyclic -O(CF2)nO- fragments energetic properties nitroaromatics well their resistance shock stimuli. enable prediction achieve favorable between power Based achieved, put forward CF3N2, OCF3N2, C2F6N2, 1CF2N2/O2CF2N2, 2CF4N2/O2C2F4N2 practical usage because possess greater compared tetryl better explosive than TNT.

Language: Английский

Iron photocatalysis via Brønsted acid-unlocked ligand-to-metal charge transfer DOI Creative Commons
Xiaoyu Jiang, Yu Lan,

Yudong Hao

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: July 20, 2024

Abstract Reforming sustainable 3d-metal-based visible light catalytic platforms for inert bulk chemical activation is highly desirable. Herein, we demonstrate the use of a Brønsted acid to unlock robust and practical iron ligand-to-metal charge transfer (LMCT) photocatalysis multifarious haloalkylcarboxylates (C n X m COO − , = F or Cl) produce C radicals. This process enables fluoro-polyhaloalkylation non-activated alkenes by combining easily available Selectfluor as fluorine source. Valuable alkyl fluorides including potential drug molecules can be obtained through this protocol. Mechanistic studies indicate that real light-harvesting species may derive from in situ-assembly Fe 3+ H + acetonitrile solvent, which indeed increases efficiency LMCT between center via hydrogen-bond interactions. We anticipate acid-unlocked platform would an intriguing option execute compounds.

Language: Английский

Citations

14
Ligand‐Controlled Palladium‐Catalyzed Regiodivergent Defluorinative Allylation of gem‐Difluorocyclopropanes via σ‐Bond Activation DOI
Lei Wu, Minyan Wang, Yong Liang

et al.

Chinese Journal of Chemistry, Journal Year: 2022, Volume and Issue: 40(19), P. 2345 - 2355

Published: June 28, 2022

Comprehensive Summary Monofluoroalkenes are important and versatile privileged components in pharmacologically relevant molecules. Here, we report a method for the selective construction of these compounds diversity‐oriented fashion through regiodivergent cross‐coupling gem ‐difluorocyclopropanes with allylboronates by employing palladium catalyst two different ligands, which were used as allyl electrophiles C—C C—F bond activation. In presence 2‐biphenylyl(diphenyl)phosphine ligand, linear‐selective allyl–allyl formation is highly obtained, while utilizing sterically hindered BrettPhos (dicyclohexyl[3,6‐dimethoxy‐2',4',6'‐tris(1‐methylethyl)[1,1'‐biphenyl]‐2‐yl]phosphine) ligand favors generation branched‐selective product. Experimental computational studies investigated key steps reactions, revealing origin ligand‐controlled regiodivergence.

Language: Английский

Citations

36
Photoredox Activation of Anhydrides for the Solvent‐Controlled Switchable Synthesis of gem‐Difluoro Compounds** DOI Creative Commons
Rahul Giri, Ivan Mosiagin, Ivan Franzoni

et al.

Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 61(42)

Published: Aug. 23, 2022

The incorporation of the gem-difluoromethylene (CF

Language: Английский

Citations

29
Access to Trifluoromethylketones from Alkyl Bromides and Trifluoroacetic Anhydride by Photocatalysis DOI

Hai‐Wu Du,

Yi‐Dan Du,

Xian‐Wang Zeng

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(38)

Published: Aug. 3, 2023

Aliphatic trifluoromethyl ketones are a type of unique fluorine-containing subunit which play significant role in altering the physical and biological properties molecules. Catalytic methods to provide direct access aliphatic highly desirable yet remain underdeveloped, partially owing high reactivity instability trifluoroacetyl radical. Herein, we report photocatalytic synthesis from alkyl bromides with trifluoroacetic anhydride. The reaction features dual visible-light halogen-atom-transfer catalysis, followed by an enabling radical-radical cross-coupling radical stabilized provides straightforward readily available cost-effective halides anhydride (TFAA).

Language: Английский

Citations

16
Recent advances on non-precious metal-catalysed fluorination, difluoromethylation, trifluoromethylation, and perfluoroalkylation of N-heteroarenes DOI

Purushotam,

Atanu Bera, Debasis Banerjee

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(47), P. 9298 - 9315

Published: Jan. 1, 2023

Recent advances on non-precious metal-catalysed fluorination, difluorimethylation, trifluoromethylation, and perfluoroalkylation of N-heteroarenes is presented.

Language: Английский

Citations

16
Zirconium-based materials for fluoride removal from aqueous environments: A literature review and scientometric analysis DOI Creative Commons

Arezo Savari,

Ali Hamidi,

Sima Farjadfard

et al.

Colloids and Interface Science Communications, Journal Year: 2023, Volume and Issue: 55, P. 100722 - 100722

Published: June 2, 2023

The unique characteristics of zirconium have made it susceptible to use in the pollutants purification. Although various zirconium-adsorbents been used remove fluoride, but no review article examines their perspective practical application. This reviewed defluoridation papers using Zr-adsorbents. modification adsorbents with was found a useful technique increase fluoride adsorption capacity. Researchers modified many materials like activated carbon, zeolite, and alumina by for efficient removal among them Zr-doped polypyrrole/Zr iodate composite (183.5 mg/g) CeO2-ZrO2 nanocages (175 great Zirconium improves chemistry morphology adsorption. Zr-materials were reusable mechanisms mostly electrostatic ion exchange. Due excellent feature zirconium, explorations can be continued provide higher ability eliminate or similar pollutants.

Language: Английский

Citations

15
Recent advances in ligand-enabled palladium-catalyzed divergent synthesis DOI
Yue Wang,

Jinzan Feng,

Er‐Qing Li

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 22(1), P. 37 - 54

Published: Nov. 27, 2023

Developing efficient and straightforward strategies to rapidly construct structurally distinct diverse organic molecules is one of the most fundamental tasks in synthesis, drug discovery materials science. In recent years, divergent synthesis functional from same starting has attracted significant attention been recognized as an powerful strategy. To achieve this objective, proper adjustment reaction conditions, such catalysts, solvents, ligands, etc., required. review, we summarized efforts chemo-, regio- stereodivergent reactions involving acyclic cyclic systems catalyzed by palladium complexes. Meanwhile, types, including carbonylative reactions, coupling cycloaddition well probable mechanism have also highlighted detail.

Language: Английский

Citations

14
Photoinduced Fluoroalkylation-Peroxidation of Alkenes Enabled by Ligand-to-Iron Charge Transfer Mediated Decarboxylation DOI

Qiuwei Huang,

Chenhao Lou,

Leiyang Lv

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

A photoinduced iron-catalyzed fluoroalkylation-peroxidation of activated and/or unactivated alkenes with fluoroalkyl carboxylic acids and hydroperoxide has been realized.

Language: Английский

Citations

4
Selectively Removing p-Fluorobenzoic Acid with a Pillar[6]arene Polymer Membrane to Reduce Toxicity of Target Organisms DOI
Wentao Jiao,

Haonan Qu,

Cuiguang Ma

et al.

Sensors and Actuators B Chemical, Journal Year: 2025, Volume and Issue: unknown, P. 137544 - 137544

Published: Feb. 1, 2025

Language: Английский

Citations

0
Regioselective Synthesis of 5-Trifluoromethyl 1,2,4-Triazoles via [3 + 2]-Cycloaddition of Nitrile Imines with CF3CN DOI Creative Commons
Bo Lin, Zipeng Zhang,

Yunfei Yao

et al.

Molecules, Journal Year: 2022, Volume and Issue: 27(19), P. 6568 - 6568

Published: Oct. 4, 2022

We herein describe a general approach to 5-trifluoromethyl 1,2,4-triazoles via the [3 + 2]-cycloaddition of nitrile imines generated in situ from hydrazonyl chloride with CF3CN, utilizing 2,2,2-trifluoroacetaldehyde O-(aryl)oxime as precursor trifluoroacetonitrile. Various functional groups, including alkyl-substituted chloride, were tolerated during cycloaddition. Furthermore, gram-scale synthesis and common downstream transformations proved potential synthetic relevance this developed methodology.

Language: Английский

Citations

14