2972-90-9

Upstream product

• 811-97-2 1,1,1,2-tetrafluoroethane 
• 352-34-1 4-fluoro-1-iodobenzene 
• 380305-63-5 potassium trifluoroethen-1-yltrifluoroborate 
• 116-14-3 polytetrafluoroethylene 
• 352-13-6 4-flourophenylmagnesium bromide 
• 225916-39-2 2-(4-fluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 53883-61-7 (4-fluorophenyl)trimethoxysilane 
• 459-45-0 4-fluorobenzenediazonium tetrafluoroborate 

Relevant academic research and scientific papers

Base-free Hiyama coupling reaction via a group 10 metal fluoride intermediate generated by C-F bond activation

A Pd(0)-catalyzed Hiyama coupling reaction of tetrafluoroethylene (TFE) proceeded without the use of a base to give α,β,β- trifluorostyrene derivatives. A Ni(0)-catalyzed Hiyama coupling reaction of perfluoroarenes also occurred without a base. The key intermediate in these reactions would be a transition-metal fluoride complex that is generated in situ by the oxidative addition of a C-F bond.

Palladium-catalyzed base-free Suzuki-Miyaura coupling reactions of fluorinated alkenes and arenes via a palladium fluoride key intermediate

A new strategy for C-C bond formation with organoboronates through C-F activation of fluorinated alkenes and arenes was developed. In this Pd-catalyzed Suzuki-Miyaura-type cross-coupling reaction, neither a base for enhancing the reactivity of the organoboron reagents nor a Lewis acid for promoting C-F bond activation was required. A fluoropalladium intermediate played an essential role in this reaction. In addition, a Ni(NHC) catalyst was efficient for C-C coupling through C-F bond activation of fluoroarenes. Pd0/PR 3 complexes promote C-C bond formation with organoboronates through C-F bond activation of fluorinated alkenes. Mechanistic studies show that a PdII fluoride intermediate plays an essential role in this base-free cross-coupling reaction. Moreover, a Ni(NHC) catalyst is efficient for C-C coupling through C-F bond cleavage of fluoroarenes. Copyright

METHOD FOR PRODUCING SUBSTITUTED FLUORINE-CONTAINING OLEFIN

This invention relates to a method of reacting fluoroolefin with an organic magnesium compound in the presence of a catalyst comprising nickel or palladium so as to efficiently produce fluoroolefin, such as TFE, in which a fluorine (F) atom or atoms bonded to the sp2 hybridized carbon atom are substituted with an organic group.

Palladium-catalyzed coupling reactions of tetrafluoroethylene with arylzinc compounds

Organofluorine compounds are widely used in all aspects of the chemical industry. Although tetrafluoroethylene (TFE) is an example of an economical bulk organofluorine feedstock, the use of TFE is mostly limited to the production of poly(tetrafluoroethylene) and copolymers with other alkenes. Furthermore, no catalytic transformation of TFE that involves carbon-fluorine bond activation has been reported to date. We herein report the first example of a palladium-catalyzed coupling reaction of TFE with arylzinc reagents in the presence of lithium iodide, giving α,β,β-trifluorostyrene derivatives in excellent yields.

Room temperature preparation of trifluoroethenylzinc reagent by metalation of the readily available halocarbon HFC-134a and an efficient, economically viable synthesis of 1,2,2-trifluorostyrenes

Trifluoroethenylzinc reagent [CF2=CFZnX] was generated from the readily available halocarbon HFC-134a by an in situ metalation-transmetalation procedure at temperatures near to room temperature (15-20 °C). By systematic standardization of the m

Highly efficient cross-coupling reactions with the perfluoroorganotrifluoroborate salts K [RFBF3] (RF=C6F5, CF2=CF)

Potassium pentafluorophenyl- and trifluorovinyltrifluoroborates, both containing electron-poor organo groups, reacted with iodobenzene and p-substituted iodobenzenes in the presence of palladium compounds and stoichiometric amounts of silveroxide to the f

A remarkable room temperature preparation of the trifluorovinylzinc reagent from HFC-134a. A cost-effective, high yield synthesis of α,β,β-trifluorostyrenes

The reaction of LDA (2.0 equiv.) with a THF solution of ZnCl2 (1.0 equiv.) and CF3CFH2 (HFC-134a) (1.2 equiv.) at 15-20°C gives a 73% yield of [F2C=CFZnCl]. Addition of R-C6H4I and Pd(PPhs

A new application of (polyfluoroorgano)trifluoroborate salts: The palladium-catalysed cross-coupling reaction with substituted benzenediazonium tetrafluoroborates

For the first time (polyfluoroorgano)trifluoroborate salts, namely K[C6F5BF3], K[C6HF4BF3] (all three isomers), K[3,4,5-C6H2F3BF3], and K[CF2=CFBF3] were principally applied as reagents to Pd-catalysed cross-coupling reactions. A series of polyfluorinated biphenyls (polyfluorophenyl)trifluoroborate salts on the reactivity in the coupling reaction was elucidated. In addition to (polyfluorophenyl)trifluoroborate salts, the cross-coupling was expanded to a first example of a perfluoroalkenyl reagent. K[CF2=CFBF3] reacted with [4-FC6H4N2][BF4] and formed CF2=CF-C6H4F-4.