55009-90-0

Upstream product

• 77758-76-0 phenyl(pentafluoroethyl)iodonium triflate 
• 536-74-3 phenylacetylene 
• 1071124-63-4 C₉H₅F₈IO₃S 
• 4440-01-1 lithium phenylacetylide 
• 103-64-0 bromostyrene 
• 1231894-80-6 (pentafluoroethyl)diphenylsulfonium triflate 
• 60007-39-8 pentafluoroethylcopper(I) 
• 4890-63-5 (phenylethynyl)magnesium chloride 
• 55009-95-5 1.1.1.2.2-Pentafluor-4-phenylbut-3-en 

Downstream Products

• 4027-54-7 3-(trifluoromethyl)-5-phenylpyrazole 

Relevant academic research and scientific papers

Solvated Nickel Complexes as Stoichiometric and Catalytic Perfluoroalkylation Agents**

The acetonitrile-solvated [(MeCN)Ni(C2F5)3]? was prepared in order to compare and contrast its reactivity with the known [(MeCN)Ni(CF3)3]? towards organic electrophiles. Both [(MeCN)Ni(CF3)3]? and [(MeCN)Ni(C2F5)3]? successfully react with aryl iodonium and diazonium salts as well as alkynyl iodonium salts to give fluoroalkylated organic products. Electrochemical analysis of [(MeCN)NiII(C2F5)3]? suggests that, upon electro-oxidation to [(MeCN)nNiIII(C2F5)3], reductive homolysis of a perfluoroethyl radical occurs, with the concomitant formation of [(MeCN)2NiII(C2F5)2]. Catalytic C?H trifluoromethylations of electron-rich arenes were successfully achieved using either [(MeCN)Ni(CF3)3]? or the related [Ni(CF3)4]2?. Stoichiometric reactions of the solvated nickel complexes reveal that “ligandless” nickel is exceptionally capable of serving as reservoir of CF3 groups under catalytically relevant conditions.

Pentafluoroethylating compositions

The present invention relates to pentafluoroethylating compositions, processes for obtaining them, and their use in pentafluoroethylation reactions.

PENTAFLUOROETHYLATING COMPOSITIONS

The present invention relates to pentafluoroethylating compositions, processes for obtaining them, and their use in pentafluoroethylation reactions.

Cupration of C2F5H: Isolation, structure, and synthetic applications of [K(DMF)2][(t -BuO)Cu(C2F 5)]. Highly efficient pentafluoroethylation of unactivated aryl bromides

Pentafluoroethane, C2F5H (HFC-125), is smoothly cuprated with preisolated or in situ-generated [K(DMF)][(t-BuO)2Cu] to give [K(DMF)2][(t-BuO)Cu(C2F5)] (1) in nearly quantitative yield. Complex 1 has been isolated, structurally characterized, and demonstrated to be an exceedingly versatile pentafluoroethylating reagent for a variety of substrates, including unactivated aryl bromides.

New electrophilic bromodifluoromethylation and pentafluoroethylation reagents

S-(fluoroalkyl)diphenylsulfonium salts have been successfully synthesized from the reaction between fluoroalkylsul-finates and triflic anhydride in dichloromethane through a one-pot procedure. These S-(fluoroalkyl) diphenylsulfonium salts have been demonstrated to be effective reagents to fluoroalkylate C-nucleophilic substrates. Ionic substitution and radical or halogenophilic mechanism might be all involved in the reactions. Georg Thieme Verlag Stuttgart - New York.

Perfluoroalkylations of Carbanions with (Perfluoroalkyl)-phenyliodonium Triflates (FITS Reagents)

FITS reagents reacted with primary alkylmagnesium halides in THF at -78 deg C to give the corresponding perfluoroalkyl(Rf)-alkanes in moderate to good yields.But an alkyl-lithium or -copper gave a poor yield of the Rf-product.The rea

PERFLUOROALKYLATION OF ALKYNES WITH RfI(Ph)OSO2CF3

Perfluoralkylation of alkynes with RfI(Ph)OSO2CF3 is desdribed.This offers the first example of electrophilic perfluoroalkylation of alkynes.

PERFLUOROALKYLATION OF CARBANIONS

A successful perfluoroalkylation of various carbanions by the use of perfluoroalkylphenyliodonium trifluoromethanesulfonate (FITS) was described.The reactivity of other perfluoroalkyliodonium salt was also examined.