425-32-1Relevant articles and documents
Selectivity and Charge Transfer in Photoreactions of α,α,α-Trifluorotoluene with Olefins
Mattay, Jochen,Runsink, Jan,Gersdorf, Joachim,Rumbach, Thomas,Ly, Cuong
, p. 442 - 455 (1986)
In photoreactions of α,α,α-trifluorotoluene with olefins, the mode of reaction strongly depends on the charge transfer between the starting materials.Substitution of an F-atom is prefferred if the electron transfer becomes exergonic, i.e. if ΔG 0 accord
Silver-catalyzed decarboxylative radical allylation of α,α-difluoroarylacetic acids for the construction of CF2-allyl bonds
Wang, Pingyang,Du, Pengcheng,Sun, Qianqian,Zhang, Jianhua,Deng, Hongmei,Jiang, Haizhen
, p. 2023 - 2029 (2021/03/16)
An efficient silver-catalyzed method of decarboxylative radical allylation of α,α-difluoroarylacetic acids to build CF2-allyl bonds has been developed. Using allylsulfone as an allyl donor, α,α-difluorine substituted arylacetic acids bearing various functional groups are successfully allylated to access a series of 3-(α,α-difluorobenzyl)-1-propylene compounds in moderate to excellent yields in aqueous CH3CN solution under the mild conditions. Experimental studies disclosed that the α-fluorine substitution of arylacetic acid has a great influence on free radical activity and reactivity.
Silver-catalyzed decarboxylative homocoupling reaction for the construction of tetrafluoroethylene-bridging aromatic compounds
Wang, Yong,Zhao, Huaxin,Xie, Xiaojuan,Jiang, Haizhen,Deng, Hongmei,Hao, Jian,Wan, Wen
supporting information, p. 2961 - 2970 (2019/08/22)
The Ag(I)-catalyzed decarboxylative homocoupling from the difluoroacetate has been developed to the synthesis of symmetric CF2–CF2 containing dimers. This radical dimerization overpasses the prefunctionalization of the substrate and provides a direct and efficient method for construction of tetrafluoroethylene bridge-linked homodimers.
The Versatile Behavior of Platinum Alkyne Complexes towards XeF2: Formation of Fluorovinyl and Fluorido Complexes
Berger, Josefine,Braun, Thomas,Ahrens, Theresia,Kl?ring, Paul,Laubenstein, Reik,Braun-Cula, Beatrice
, p. 8886 - 8900 (2017/07/11)
Reactions of platinum(0) tolane complexes, bearing a chelating ligand with P and N donor atoms, with the electrophilic fluorinating agent XeF2 give facile access to platinum(II) β-fluorovinyl fluorido complexes. A series of new platinum(II) β-fluorovinyl complexes have been synthesized and were structurally characterized. Further oxidation with XeF2 led to ortho-metalated platinum(IV) fluorido compounds. Additional reactions of platinum(0) tolane complexes, bearing a chelating P,P donor ligand, with XeF2 led to a variety of fluorido and fluorovinyl complexes.
Silver-Catalyzed Decarboxylative Alkynylation of α,α-Difluoroarylacetic Acids with Ethynylbenziodoxolone Reagents
Chen, Fei,Hashmi, A. Stephen K.
, p. 2880 - 2882 (2016/07/06)
A decarboxylating alkynylation of α,α-difluoroarylacetic acids with ethynylbenziodoxolone reagents is reported. AgNO3 serves as the catalyst and K2S2O8 as the oxidant. A series of functional groups were tolerated, and moderate to good yields were obtained.
FLUORINE-CONTAINING COMPLEX COMPOUND, AND PRODUCTION METHOD FOR FLUORINE-CONTAINING ORGANIC COMPOUND EMPLOYING SAME
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Paragraph 0297; 0298, (2016/08/17)
An object of the present invention is to enable the synthesis of various fluorine-containing compounds having an organic group at both terminals of their tetrafluoroethylene structure (—CF2—CF2—). The present invention provides a flu
Copper(0)-mediated fluoroalkylation of iodobenzene with 2-bromo-1,1,2,2-tetrafluoroethyl compounds: Investigation on the influence of R substituent on the reactivity of RCF2Cu species
Zhu, Jieming,Ni, Chuanfa,Gao, Bing,Hu, Jinbo
, p. 139 - 147 (2015/03/04)
We have made a systematic investigation on the copper(0)-mediated tetrafluoroethylenation of iodobenzene with structurally diverse 2-bromo-1,1,2,2-tetrafluoroethyl compounds. A comparison of this reaction with 1,2,2-trifluoro-1-phenylethylation and the known functionalized difluoroalkylation demonstrates that the substituent R of α,α-difluoroalkyl copper species RCF2Cu plays a crucial role on their reactivity, which is believed to be useful for the development of new fluoroalkylation reactions under the promotion of transition metals.
A clean and selective radical homocoupling employing carboxylic acids with titania photoredox catalysis
Manley, David W.,Walton, John C.
supporting information, p. 5394 - 5397 (2015/02/19)
A titania photoredox catalysis protocol was developed for the homocoupling of C-centered radicals derived from carboxylic acids. Intermolecular reactions were generally efficient and selective, furnishing the desired dimers in good yields under mild neutral conditions. Selective cross-coupling with two acids proved unsuccessful. An intra-molecular adaptation enabled macrocycles to be prepared, albeit in modest yields. (Chemical Equation Presented).
Fluoroalkylcopper(I) complexes generated by the carbocupration of tetrafluoroethylene: Construction of a tetrafluoroethylene-bridging structure
Saijo, Hiroki,Ohashi, Masato,Ogoshi, Sensuke
supporting information, p. 15158 - 15161 (2014/12/11)
We report a copper-mediated synthesis of a variety of 1,2-difunctionalized-1,1,2,2-tetrafluoroethylene derivatives via the carbocupration of tetrafluoroethylene. The key synthetic intermediates, 2-aryl-1,1,2,2-tetrafluoroethylcopper complexes, can be easily prepared, stored, and used as fluoroalkylation reagents. The molecular structure was unambiguously determined by X-ray crystallography and NMR analysis. We applied this method to the short-step synthesis of a liquid-crystalline compound bearing a tetrafluoroethylene-bridging structure.
Arylsulfur chlorotetrafluorides as useful fluorinating agents: Deoxo- and dethioxo-fluorinations
Umemoto, Teruo,Singh, Rajendra P.
experimental part, p. 17 - 27 (2012/09/07)
Usage of arylsulfur chlorotetrafluorides 1 as versatile deoxo- and dethioxo-fluorinating agents is described. There have been developed two convenient methods for the in situ preparation of reactive arylsulfur trifluorides 2 from 1. The one is reduction of 1 with a reducer such as pyridine to 2, and the other is disproportionation of 1 with a diaryl disulfide to 2 with evolution of chlorine gas. The latter method is a convenient way to get neat 2 from 1. The in situ prepared 2 fluorinates many kinds of substrates such as alcohols, aldehydes, ketones, diketones, and carboxylic acids to give the corresponding CF, CF2, CF2CF2, and CF 3 compounds in high yields. 2 also fluorinates various sulfur compounds including CS groups to give CF2, OCF2, CF 3, and OCF3 compounds in high yields. Reactions of 2 with diols or bis(trimethylsilyl) derivatives of diols or amino alcohols provided the corresponding deoxofluoro-arylsulfinylation products in high yields. In addition, it has been found that chlorotetrafluorides 1 directly and effectively react with the sulfur compounds to give the corresponding fluoro compounds in high yields. Since they are the intermediates for the production of industrially useful arylsulfur pentafluorides, arylsulfur chlorotetrafluorides 1, in particular, phenylsulfur chlorotetrafluoride (1a) are expected to find use as inexpensive and versatile deoxo- and dethioxo-fluorinating agents for the preparation of many organofluoro compounds.
