2398-75-6

Upstream product

• 591-50-4 iodobenzene 
• 353-59-3 halon-1211 
• 559-91-1 1-phenylperfluorobutan-1-one 
• 109-97-7 pyrrole 
• 423-39-2 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane 
• 71-43-2 benzene 
• 100-47-0 benzonitrile 
• 98-95-3 nitrobenzene 
• 108-90-7 chlorobenzene 
• 111-66-0 oct-1-ene 
• 1514-87-0 metyhyl chlorodifluoroacetate 
• 98-80-6 phenylboronic acid 
• 124521-58-0 nonafluorobutylcopper 

Downstream Products

• 2398-76-7 m-Nitro-perfluorbutyl-benzol 
• 882853-79-4 C₁₀H₄ClF₉O₂S 
• 1240423-60-2 4-(nonafluorobutyl)benzenesulfonic acid 
• 2398-78-9 3-(N,N-Dimethylamino)-perfluorbutyl-benzol 
• 2398-77-8 m-Nonafluorbutyl-anilin 

Relevant academic research and scientific papers

A general and practical Ni-catalyzed C-H perfluoroalkylation of (hetero)arenes

A direct perfluoroalkylation of (hetero)arenes using the air- and moisture-stable complex (dppf)Ni(o-tol)Cl was developed (23 examples). The novel procedure allows for the synthesis of various fluorinated products and tolerates sensitive functional groups including aldehydes, free amino groups and several heterocycles.

Heterogeneous platinum-catalyzed C-H perfluoroalkylation of arenes and heteroarenes

Fluorinated organic compounds are gaining increasing interest for life science applications. The replacement of hydrogen in arenes or heteroarenes by a perfluoroalkyl group has a profound influence on the physical and biological properties of such building blocks. Here, an operationally simple protocol for the direct C-H perfluoroalkylation of (hetero)arenes with RfI or RfBr has been developed, using a robust supported platinum catalyst. The ready availability of the starting materials, the excellent substrate tolerance, and the reusability of the catalyst make this method attractive for the synthesis of a variety of perfluoroalkyl-substituted aromatic compounds. Preliminary mechanistic studies revealed the formation of radicals to be crucial in the reaction system.

Copper-mediated aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides at room temperature

A Cu-mediated ligandless aerobic fluoroalkylation of arylboronic acids under mild conditions is described for the first time. The reaction tolerates a wide range of functional groups, allowing for further transformation. Mechanistic studies suggest that [RfCu] is the active Cu species that forms the desired perfluoroalkylarenes and that [RfCu] is generated from [PhCu] by either an oxidative addition/reductive elimination mechanism or nucleophilic substitution via a halogen "ate" intermediate.

Use of perfluoro groups in nucleophilic 18F-fluorination

Substrates with leaving groups that contained perfluoro moieties were investigated in labelling chemistry in order to exploit their properties to improve reactivity and purification. [18F](Fluoromethyl)benzene was used as the model target compound. Precursors containing perfluoroalkyl and perfluoroaryl sulfonate moieties were subjected to nucleophilic 18F-fluorination, and the impact of perfluoro groups on the substitution reaction and product purification was investigated. [ 18F]Fluoride interacted with perfluoroalkyl chains, precluding nucleophilic substitution. When perfluoroaryl groups were used, the substitution proceeded, and the separation of product was explored. The radiolabelled product was obtained in 32% analytical yield and the radiochemical purity was increased to approximately 77% using fluorous solid phase extraction purification. Copyright

Fluorous-tagged indolylboron for the diversity-oriented synthesis of biologically-attractive bisindole derivatives

The diversity-oriented synthesis of bisindole derivatives to construct concise libraries using consecutive cross-coupling reactions and prepare new sulfonamide type fluorous protecting groups is presented. The Royal Society of Chemistry 2006.

Bipyridinium ionic liquid-promoted cross-coupling reactions between perfluoroalkyl or pentafluorophenyl halides and aryl iodides

(Chemical Equation Presented) A new room-temperature ionic liquid has been synthesized from 2,2′-bipyridine. This liquid improved the copper-catalyzed cross-coupling reactions between perfluoroalkyl or pentafluorophenyl halides and aryl iodides. Good recyclability using this solvent system was observed.

New Methods of Free-Radical Perfluoroalkylation of Aromatics and Alkenes. Absolute Rate Constants and Partial Rate Factors for the Homolytic Aromatic Substitution by n-Perfluorobutyl Radical

New methods of free-radical perfluoroalkylation of aromatics and alkenes are reported. n-C4F9I has been utilized as source of C4F9. radical through iodine abstraction by phenyl or methyl radical. The

TIE RECEPTOR TYROSINE KINASE LIGAND HOMOLOGUES

The present invention concerns isolated nucleic acid molecules encoding the novel TIE ligand homologues NL2, NL3 and NL6 (FLS139), the proteins encoded by such nucleic acid molecules, as well as methods and means for making and using such nucleic acid and

Synthesis of functionalized long-chain perfluoroalkanes from methyl halodifluoroacetates: a process of difluorocarbene insertion into copper-carbon bonds

Treatment of XCF2CO2Me (X = Cl, Br) with organic halides in the presence of KF and catalytic amounts of CuI at 80-120 deg C for 3-8 h in DMF gave long-chain perfluoroalkylated compounds which are considered to be former by the insertions of CF2(..) into carbon-copper bonds.