3947-56-6

Upstream product

• 392-56-3 Hexafluorobenzene 
• 62-53-3 aniline 
• 1423-15-0 perfluorophenyl azide 
• 71-43-2 benzene 
• 103-70-8 Formanilid 
• 828-73-9 pentafluorophenyl hydrazine 
• 1582-24-7 pentafluorophenylboronic acid 
• 344-04-7 bromopentafluorobenzene 
• 622-37-7 Phenyl azide 
• 142-04-1 aniline hydrochloride 

Downstream Products

• 789-24-2 9-Phenylfluorene 
• 1228186-45-5 1,6-bis((N-pentafluorophenyl)phenylamino)-2,4-hexadiyne 
• 1228186-48-8 (N-pentafluorophenyl)(N-phenyl)propargylamine 

Relevant academic research and scientific papers

Fluorene compound and organic electroluminescent device thereof

The invention provides a fluorene compound and an organic electroluminescent device thereof. Belong to organic electroluminescence technical field. When the fluorene compound is used as a cover layer material, light can be effectively inhibited from being scattered from the cathode composite layer to a far distance from the cathode composite layer, light can be scattered from different directions of the cathode of the organic electroluminescent device, light transmittance of the device can be effectively weakened. Fluorene compound and organic electroluminescent device thereof The utility model has good application effect and industrialization prospect.

Magnesium-mediated arylation of amines via C-F bond activation of fluoroarenes

A series of new Mg(ii) amides featuring a bulky β-diketiminate backstop ligand, has been synthesised. These complexes are demonstrated to be excellent sources of nucleophilic amides that can participate in rapid C-F activation of several fluoroarenes at room temperature or using microwave assistance, leading to the installment of synthetically important C-N bonds via nucleophilic substitution.

Borane Adducts of Hydrazoic Acid and Organic Azides: Intermediates for the Formation of Aminoboranes

The reaction of HN3 with the strong Lewis acid B(C6F5)3 led to the formation of a very labile HN3?B(C6F5)3 adduct, which decomposed to an aminoborane, H(C6F5)NB(C6F5)2, above ?20 °C with release of molecular nitrogen and simultaneous migration of a C6F5 group from boron to the nitrogen atom. The intermediary formation of azide–borane adducts with B(C6F5)3 was also demonstrated for a series of organic azides, RN3 (R=Me3Si, Ph, 3,5-(CF3)2C6H3), which also underwent Staudinger-like decomposition along with C6F5 group migration. In accord with experiment, computations revealed rather small barriers towards nitrogen release for these highly labile azide adducts for all organic substituents except R=Me3Si (m.p. 120 °C, Tdec=189 °C). Hydrolysis of the aminoboranes provided C6F5-substituted amines, HN(R)(C6F5), in good yields.

Effective, transition metal free and selective C-F activation under mild conditions

A simple and effective aromatic nucleophilic monosubstitution reaction for the synthesis of aromatic amines via selective C-F bond cleavage of various fluoroarenes (mono-, di-, tri-, tetra-, penta- and perfluorobenzene) with primary and secondary aromatic amines under transition metal free conditions is demonstrated. The reaction conditions were investigated thoroughly for a wide range of fluoroarene substrates bearing different numbers of fluorine atoms, and the results showed that the solvent and reaction temperature are very crucial for the successful substitution reactions. The established methods enabled the formation of nonfluorinated and partially fluorinated aromatic amines in good to excellent yields. Several functional groups were tolerated under the optimized conditions.

Copper(II) acetate catalyzed cross-coupling of pentafluorophenylboronic acid with amines under an atmosphere of oxygen

Under an atmosphere of oxygen and a catalytic amount of Cu(OAc) 2, pentafluorophenylboronic acid reacted with anilines at room temperature to produce the corresponding N-pentafluorophenylanilines in moderate to good yields. In the case of alkylamines, unexpected N-alkyl-2,2′,3, 3′,4′,5,5′,6,6′-nona-fluorobiphenyl-4-amines were formed under the similar conditions in moderate yields. Georg Thieme Verlag Stuttgart.

Disubstitution on hexafluorobenzene with formanilides

Nucleophilic attack on hexafluorobenzene by sodium formanilides gave N,N'-diphenyl-2,3,5,6-tetrafluorophenylene-1,4-diamine as the main product at elevated temperature and N,N'-diformyl-N,N'-diphenyl-2,3,5,6-tetrafluorophenylene-1,4-diamine as the main compound at ambient temperature.Metallation of formanilide with lithium hydroxide instead of sodium hydride gave only 2,3,4,5,6-pentafluorodiphenylamine. - Keywords: Disubstitution; Fluorobenzene; Formanilides

Chemistry and kinetics of singlet (pentafluorophenyl)nitrene

The chemistry and kinetics of singlet (pentafluorophenyl)nitrene were studied by chemical trapping and laser flash photolysis techniques. Photolysis of pentafluorophenyt azide in cyclohexane, benzene, diethylamine, pyridine, tetramethylethylene, tetrahydrofuran, dimethyl sutfoxide, and dimethyl sulfide forms adducts in fair to good yields. At ambient temperature singlet (pentafluorophenyl)nitrene is intercepted, and intersystem crossing to the lower energy triplet state is unimportant. Triplet nitrene chemistry can be achieved by benzoylbiphenyl photosensitization, the presence of methanol or ethyl iodide, or by lowering the reaction temperature below 0 °C. The singlet nitrenc adduct formed in pyridine is an ylide whose structure has been determined by X-ray crystallography. The ylide has an intense absorption maximum at 390 nm which varies only slightly with solvent. The pyridine ylicle is a useful probe for monitoring the absolute kinetics of singlet (pentafluorophenyl)nitrene by laser flash photolysis techniques.