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

Effect of fluorine atom positions on the properties of waterborne polyurethanes DOI

Yutong Song,

Ruixue Zhai, Jingshu Zhang

et al.

Progress in Organic Coatings, Journal Year: 2024, Volume and Issue: 189, P. 108330 - 108330

Published: Feb. 20, 2024

Language: Английский

Citations

10

Highly Promising Primary Explosive: A Metal-Free, Fluoro-Substituted Azo-Triazole with Unmatched Safety and Performance DOI Creative Commons
Abhishek Kumar Yadav,

Sonali Kukreja,

Srinivas Dharavath

et al.

JACS Au, Journal Year: 2025, Volume and Issue: 5(2), P. 1031 - 1038

Published: Jan. 23, 2025

A primary explosive is a perfect chemical compound for starting ignition in military and commercial uses. Over the past century, quest lead-free, environmentally friendly explosives has been significant challenge long-standing goal. Here, an innovative organic explosive, (E)-1,2-bis(3-azido-5-(trifluoromethyl)-4H-1,2,4-triazol-4-yl)diazene (4), designed synthesized through straightforward three-step reaction from commercially available reagents. Importantly, this integrated two trifluoromethyl azido groups into N,N′-azo-1,2,4-triazole backbone to enhance performance safety. With combination, it meets stringent criteria safer, explosives: being metal perchlorate-free, possessing high density, excellent priming ability, unique sensitivities nonexplosive stimuli. It shows robust environmental resistance, good thermal stability, effective detonation also can be effectively initiated with laser. Moreover, test, 4 successfully detonated 500 mg of PETN ultralow minimum primer charge (MPC) 40 mg, similar traditional LA (MPC: mg) outperforming metal-free ICM-103 60 DDNP 70 mg). The power, combined its synthesis, cost-effectiveness, easy large-scale manufacturing, makes superior alternative currently used such as lead azide (LA) diazodinitrophenol (DDNP).

Language: Английский

Citations

1

Controllable Fluorocarbon Chain Elongation: TMSCF2Br-Enabled Trifluorovinylation and Pentafluorocyclopropylation of Aldehydes DOI
An Liu, Xianghong Zhang, Feng Zhao

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(3), P. 1806 - 1812

Published: Jan. 9, 2024

Controllable fluorocarbon chain elongation (CFCE) is a promising yet underdeveloped strategy for the well-defined synthesis of structurally novel polyfluorinated compounds. Herein, direct and efficient trifluorovinylation pentafluorocyclopropylation aldehydes are described by using TMSCF

Language: Английский

Citations

6

Phosphine-Catalyzed Domino Annulation of γ-Vinyl Allenoates: Synthesis of Tetrahydrofuro[3,2-c]quinoline Derivatives DOI
Mengmeng Ma,

Jiaxu Feng,

Wei Cai

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(19), P. 4037 - 4042

Published: May 8, 2024

A novel phosphine-catalyzed domino annulation reaction of γ-vinyl allenoates and o-aminotrifluoacetophenones for the construction terahydrofuro[3,2-c]quinoline derivatives has been developed. In this reaction, two kinds compounds containing CF3 groups were obtained with good yields under mild conditions, three new C–N, C–C, C–O bonds can be built in one step, selectivity is achieved by adjusting conditions. Furthermore, preliminary studies on an asymmetric variant proceeded moderate enantioselectivity.

Language: Английский

Citations

5

Radical trifluoromethoxylation of fluorinated alkenes for accessing difluoro(trifluoromethoxy)methyl groups DOI Creative Commons

Koki Kawai,

Mai Usui,

Sota Ikawa

et al.

Chemical Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

In this study, we explore the potential of difluoro(trifluoromethoxy)methyl group, CF 2 –O–CF 3 , an underexplored but promising structural analog trifluoromethoxy group (OCF ).

Language: Английский

Citations

0

Achieving enhancing endosome escape of Tat47-57-derived stapled peptides through decafluorobiphenyl bridge DOI
Shu Li, Yuanyuan Tang, Xiaojing Liu

et al.

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 111278 - 111278

Published: May 1, 2025

Language: Английский

Citations

0

Ab Initio Molecular Dynamics Simulation Study on the Thermal Decomposition Mechanism of Two F-Containing Compounds: 3,3,7,7-Tetrakis(difluoramino)-octahydro-1,5-dinitro-1,5-diazocine (HNFX) and 1,3,5-Trinitro-2,2-bis(trifluoromethyl)-1,3,5-triazinane (TNBFT) DOI
Kai Zhong, Chaoyang Zhang

The Journal of Physical Chemistry A, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 26, 2025

F-containing explosives with additional F atoms compared to traditional CHON ones should contain a more complex decomposition mechanism. Nevertheless, understanding the mechanism and effect of groups on stability remains limited. This study investigates thermal mechanisms two typical compounds, 3,3,7,7-tetrakis(difluoramino)-octahydro-1,5-dinitro-1,5-diazocine (HNFX) 1,3,5-trinitro-2,2-bis(trifluoromethyl)-1,3,5-triazinane (TNBFT), using ground-state ab initio molecular dynamics simulations compares them RDX. The results show that HNFX decomposes from partition –NF2 form NF3 HF at 1500 K above 2000 K, respectively, while TNBFT undergoes concerted H transfer HONO elimination N–NO2 bond cleavage relatively high temperatures. Additionally, fluorocarbons, as primary fluorinated products, lower yields H2O CO2 RDX, but they can act oxidizers in combustion Al particles. Moreover, it is found significantly weaken bonds nearby total stability. Based our strength analysis simulation results, reported experimental confirmation may be questionable. insight expected deepen guide design high-performance composites thereof.

Language: Английский

Citations

0

Synthesis and characterization of 5-(trifluoromethyl)tetrazol-based energetic salts DOI
J. Deng, Lianghua Lin,

Yahan Zhang

et al.

Journal of Fluorine Chemistry, Journal Year: 2025, Volume and Issue: 283-284, P. 110427 - 110427

Published: April 1, 2025

Language: Английский

Citations

0

Difluoroamination of diaryl gem-dichlorides with difluorosulfamate tetramethylammonium salts DOI
Sheng Wang, Yu Zhou, Wenbo Chen

et al.

Journal of Fluorine Chemistry, Journal Year: 2025, Volume and Issue: 283-284, P. 110428 - 110428

Published: April 1, 2025

Language: Английский

Citations

0

Exploring Nonmetallic Pentazolate Salts with High Density over 1.7 g·cm-3 DOI
Pengfei Wang, B. X. Liu,

Haohao Ren

et al.

Materials Today Communications, Journal Year: 2025, Volume and Issue: unknown, P. 112725 - 112725

Published: May 1, 2025

Language: Английский

Citations

0