Oxy-difluoroallylation of Ynamides by Nickel-Catalyzed Tandem Alkoxylation/Claisen Rearrangement DOI

Haotian Gao,

Tiebo Xiao,

Yubo Jiang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(41), P. 8832 - 8836

Published: Oct. 9, 2024

A nickel-catalyzed tandem alkoxylation/claisen rearrangement strategy for the oxy-difluoroallylation of ynamides has been developed. In this reaction, 3,3-difluoroallyl alcohol was used as a fluorine-containing building block to construct C–CF2 bond first time. This approach is recognized its robust tolerance functional groups, impressive yields, and excellent atomic efficiency, all achieved under mild reaction conditions. series β,β-difluoromethyleneamide derivatives were efficiently obtained through simple operations, their practicality confirmed gram-scale synthesis product derivatization.

Language: Английский

Novel fluorine-containing energetic materials: how potential are they? A computational study of detonation performance DOI
Jing Yang,

Tiantian Bai,

Junxia Guan

et al.

Journal of Molecular Modeling, Journal Year: 2023, Volume and Issue: 29(8)

Published: July 5, 2023

Language: Английский

Citations

6

Transition-metal-catalyzed straightforward synthesis of N-trifluoromethyl indoles from 2-alkynylaryl isothiocyanates or 2-alkynylanilines DOI
Jianquan Hong,

Chongbin Wei,

Ruilong Feng

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(6), P. 1720 - 1728

Published: Jan. 1, 2024

Two new cascade approaches for N -CF 3 indoles via transition-metal-catalyzed reactions from 2-alkynylaryl isothiocyanates or 2-alkynylanilines have been demonstrated, featuring mild conditions, a broad substrate scope and moderate to high yields.

Language: Английский

Citations

1

Study on the synthesis and properties of a new fluorine‐containing copolyarylate DOI
Zhoufeng Wang, Xiubo Long, Bolin Wang

et al.

Journal of Applied Polymer Science, Journal Year: 2024, Volume and Issue: 141(35)

Published: June 15, 2024

Abstract A range of new fluorine‐containing copolyarylates were successfully produced through interfacial polymerization using hexafluorobisphenol (BPAF) featuring a symmetric trifluoromethyl group structure, bisphenol B (BPB), and two acyl chloride monomers as raw materials. The results indicated that the synthesized amorphous exhibited good solubility, with number average molecular weights ( M n ) 19,000–44,000 g/mol, weight w 66,000–159,000 intrinsic viscosities 0.66–1.19 dL/g. thermal stability increased increase BPAF monomer content (0~100%), which was manifested by linear glass transition temperature T g from 201.6 to 237.1°C, 5% thermogravimetric loss 474.1 491.5°C. tensile strength ranged 52.63 59.93 MPa, modulus 1102.08 1502.84 elongation at break 32.0 75.5%. In addition, had dielectric properties constant 2.58–3.75 10 7 Hz tangent 0.021–0.028.

Language: Английский

Citations

1

Hypervalent Iodine-Catalyzed Fluorination of Diene-Containing Compounds: A Computational Study DOI Creative Commons
Tianci Liu, Hai‐Bei Li

Molecules, Journal Year: 2024, Volume and Issue: 29(13), P. 3104 - 3104

Published: June 29, 2024

Studies have shown that the incorporation of fluorine into materials can improve their properties, but C–F bonds are not readily formed in nature. Although some researchers studied reaction fluorinating alkenes catalyzed by hypervalent iodine, far too little attention has been paid to its mechanism. This study aimed explore mechanism iodine-catalyzed 1,4-difluorination dienes. We found catalyst is favorable for activation C1=C2 double through halogen bonds, and then two HFs interact with one F atom via hydrogen resulting cleavage I–F formation [F–H∙∙∙F]−. Subsequently, interacts C1, roaming [F–H···F]− attacks C4 from opposite side catalyst. After fluorination step completed, nucleophile F− substitutes SN2 Our calculations demonstrated interaction between HF stabilization transition state within process which presence best. also observed [F–H∙∙∙F]− attacking more advantageous than same side. therefore offers a novel perspective on fluoridation

Language: Английский

Citations

1

Synthesis of C-C bonded Trifluoromethyl based High Energy Density Materials via ANRORC Mechanism DOI
Parasar Kumar, Ramling S. Mathpati, Vikas D. Ghule

et al.

Dalton Transactions, Journal Year: 2024, Volume and Issue: 53(36), P. 15324 - 15329

Published: Jan. 1, 2024

A trifluoromethyl group substituted C-C bonded nitrogen rich energetic material 3-(3-nitro-1

Language: Английский

Citations

0

Hypervalent Iodide(III)-Mediated Thiofluorination of Alkenes and Alkynes from Thioureas/Thiocarbamoyl Fluorides with Water and Nucleophilic Fluoride Source DOI
Junyi Zhou, Xiang Wang, Wenjun Tang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(23), P. 6748 - 6759

Published: Jan. 1, 2024

This article discloses the unprecedented hypervalent iodide( iii )-mediated thiofluorination of alkenes/alkynes involving cyclic sulfonium ion intermediate or traditional π-complexes.

Language: Английский

Citations

0

Sulfone as traceless activating group: divergent synthesis of α-fluoroamides with C–F quaternary stereocenters DOI Creative Commons

Jieqing Wu,

Liying Fu,

Renyi Diao

et al.

Green Synthesis and Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 1, 2024

Language: Английский

Citations

0

Employing the Trifluoromethyl Group on a 5/5 Fused Triazolo[4,3-b][1,2,4]triazole Backbone: A Viable Strategy for Attaining Balanced Energetics DOI

Sonali Kukreja,

Abhishek Kumar Yadav,

Sagar Nehe

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 4, 2024

In this study, we synthesized trifluoromethyl-substituted bis-triazole nitrogen-rich compounds (3–5) using a simple, cost-effective method. The newly made were characterized NMR, IR, elemental analysis, TGA-DSC, and single-crystal X-ray diffraction (for 3 4). They demonstrated high density (1.82–1.92 g cm–3), moderate detonation performance (7567–7905 m s–1), good thermal stability (146–215 °C), low sensitivity to impact (40 J) friction (360 N), offering potential nature as cationic component in energetic salts, defense, civilian applications.

Language: Английский

Citations

0

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

Citations

0

Theoretical Study on Energetic Materials Containing (Difluoramino)dinitromethyl Substituted Heteroaromatic Rings DOI

Yongkang Cui,

Shoufei Cheng,

Lin Ling

et al.

Acta Chimica Sinica, Journal Year: 2024, Volume and Issue: 82(4), P. 377 - 377

Published: Jan. 1, 2024

Language: Английский

Citations

0