4714-11-8

Upstream product

• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 105417-08-1 trifluoroethenylzinc bromide 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 116-14-3 polytetrafluoroethylene 
• 676593-23-0 5,5-dimethyl-2-(4-ethenylphenyl)-1,3,2-dioxaborinane 
• 79-38-9 Chlorotrifluoroethylene 
• 2156-04-9 4-Vinylphenylboronic acid 
• 18120-63-3 (4-vinylphenyl)magnesium bromide 
• 51044-13-4 4-bromobenzyl triphenylphosphonium bromide 
• 106-38-7 para-bromotoluene 

Relevant academic research and scientific papers

The method of manufacturing the same and hydroxybenzenes (trifluorolactic vinyl)

PROBLEM TO BE SOLVED: To provide (trifluorovinyl)benzenes and a method for producing the same.SOLUTION: The method for producing (trifluorovinyl)benzenes expressed by general formula (3) comprises carrying out a reaction of a phenyl boron compound with trifluorohaloethylenes in the coexistence of 1 to 100 equivalents of water with respect to the phenyl boron compound (1), a palladium complex coordinated with a bidentate phosphine ligand, and an alkali metal salt. In formula (3), Rrepresents a hydrogen atom or a formyl group; Rand Reach independently represents a hydrogen atom, 1-4C alkyl group, 2-4C alkenyl group, 2-5C acyl group, (1-4C alkoxy)carbonyl group, 1-4C alkoxy group, tri(1-4C alkyl)silyl group, 2-5C acylamino group, cyano group, phenyl group, chlorine atom, fluorine atom or nitro group; and adjoining Rand Rmay form a ring together with a carbon atom bonded thereto.

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.

Preparation of trifluorostyrenes via palladium-catalyzed coupling of arylboronic acids with chloro- and bromotrifluoroethylene

A highly efficient and cost-effective method for the preparation of α,β,β-trifluorostyrene (TFS) and its derivatives is described. The method required only 0.2 mol % of Pd(dba)2 and 0.4 mol % of PtBu3 and occurred to full conversion within 2.0 h. With this method, a wide range of arylboronic acids were efficiently incorporated to generate α,β,β-trifluorostyrene derivatives.

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.

The spin-delocalization substituent parameter σ JJ?. Part 10. The spin-delocalizing abilities of the para-trifluorovinyl and para-acetoxy groups. Synthesis of para-trifluorovinyl-, para-vinyl-and para-acetoxy-α,β,β-trifluorostyrenes

para-Trifluorovinyl α,β,β-trifluorostyrene (1-CF=CF2), p-acetoxy α,β,β-trifluorostyrene (1-AcO) and p-vinyl α,β,β-trifluorostyrene (1-CH=CH2) have been synthesized. The rate constants (k) for the thermal cyclodimerization of 1-CF=CF2 and 1-AcO have been measured over the temperature range 90-130 °C for 1-CF=CF2 and 110-160 °C for 1-AcO. The σmb polar substituent constants of the p-CF=CF2, p-CH=CH2 and p-AcO groups calculated from the 19F NMR chemical shifts are: for p-CF=CF2, 0.40; for p-CH=CH2, 0.03; and for p-AcO, -0.14, and the σ JJ? spin-delocalization substituent constants of the p-CF=CF2 and p-AcO groups are 0.86 and 0.35, respectively, i.e., the former is a highly effective spin-stabilizer while the latter is moderately effective. Owing to the occurrence of a small amount of side-reaction, the σ JJ? value of the p-CH=CH2 group could not be accurately measured, but it was very roughly estimated to be in the range of 0.50-0.66.