1799-90-2

Usage

Uses

Used in Organic Synthesis:
BIS(PENTAFLUOROPHENYL)ZINC 97 is used as a catalyst for various organic synthesis reactions, particularly in the field of organic chemistry. Its strong nucleophilic and Lewis acidic properties make it highly effective in facilitating a wide range of reactions.
Used in Preparation of Organozinc Compounds:
BIS(PENTAFLUOROPHENYL)ZINC 97 is used as a reagent in the preparation of other organozinc compounds, which find applications in cross-coupling reactions and other important synthetic processes.
Used in Pharmaceutical Development:
BIS(PENTAFLUOROPHENYL)ZINC 97 is commonly used as a reagent in the development of pharmaceuticals and other fine chemical products, contributing to the advancement of new drug formulations and chemical compounds.
Used in Chemical Research and Development:
Due to its unique properties and versatility, BIS(PENTAFLUOROPHENYL)ZINC 97 is highly valued in the field of chemical research and development, where it plays a crucial role in the discovery and synthesis of new chemical entities.

InChI:InChI=1/2C6F5.Zn/c2*7-2-1-3(8)5(10)6(11)4(2)9;/q2*-1;+2

Upstream product

• 1735-62-2 Bromo-bis-(pentafluorphenyl)-thallium(III) 
• 7440-66-6 zinc 
• 1109-15-5 tris(pentafluorophenyl)borate 
• 557-20-0 diethylzinc 
• 544-97-8 dimethyl zinc(II) 
• 10139-47-6 zinc(II) iodide 
• 30123-12-7 silver(I)pentafluorobenzene 
• 879-05-0 2,3,4,5,6-pentafluorophenylmagnesium bromide 
• 7646-85-7 zinc(II) chloride 
• 15967-65-4 zinc pentafluorobenzoate 
• 827-15-6 1,2,3,4,5-pentafluoro-6-iodobenzene 
• 75-77-4 chloro-trimethyl-silane 
• 344-04-7 bromopentafluorobenzene 

Downstream Products

• 75822-05-8 pentafluorphenylbrom(V)tetrafluorid 
• 1109-15-5 tris(pentafluorophenyl)borate 
• 2720-03-8 bis(pentafluorophenyl)boron chloride 
• 830-48-8 dichloro(pentafluorophenyl)borane 
• 81607-30-9 2,3,4,5,6-pentafluorophenyldifluorobromane 
• 146367-59-1 bis(pentafluorphenyl)(2,3-dimethylbutan-1,2-diolato)oxoosmium(VI) 
• 947622-75-5 (C₆F₅)2Zn₂((OC₆H₂(C(CH₃)3)CH₂)2(C₆H₂(C(CH₃)3)(CCC₆H₅)CH₂)2) 
• 947622-77-7 (C₆F₅)2Zn₂((OC₆H₂(C(CH₃)3)CH₂)2(C₆H₂(C(CH₃)3)(CCC₆H₄CH₃)CH₂)2) 
• 947622-76-6 (C₆F₅)2Zn₂((OC₆H₂(C(CH₃)3)CH₂)2(C₆H₂(C(CH₃)3)(CCC₆H₄OCH₃)CH₂)2) 
• 947622-78-8 (C₆F₅)2Zn₂((OC₆H₂(C(CH₃)3)CH₂)2(C₆H₂(C(CH₃)3)(CCC₆H₄CF₃)CH₂)2) 
• 147050-20-2 tris(pentafluorophenyl)gallium 
• 57612-61-0 1-(2,3,4,5,6-pentafluorophenyl)propan-1-one 
• 1240787-44-3 2,2-dimethyl-1-(2,3,4,5,6-pentafluorophenyl)propan-1-one 
• 363-72-4 Pentafluorobenzene 

Relevant academic research and scientific papers

METHOD OF PRODUCING 2,3,4,5,6-PENTAFLUOROSTYRENE

To provide a method of economically and conveniently producing 2,3,4,5,6-pentafluorostyrene.SOLUTION: The production method comprises reacting a pentafluorophenyl-zinc halide represented by the general formula (1) in the figure (where X represents a halogen atom) with a vinyl halide in an organic solvent in the presence of a palladium catalyst and ligands so as to obtain 2,3,4,5,6-pentafluorostyrene.SELECTED DRAWING: None

Photocatalytic Decarboxylative Coupling of Aliphatic N-hydroxyphthalimide Esters with Polyfluoroaryl Nucleophiles

Polyfluoroarenes are an important class of compounds in medical and material chemistry. The synthesis of alkylated polyfluoroarenes remains challenging. Here we describe a decarboxylative coupling reaction of N-hydroxyphthalimide esters of aliphatic carboxylic acids with polyfluoroaryl zinc reagents (Zn-ArF) via synergetic photoredox and copper catalysis. This method readily converts primary and secondary alkyl carboxylic acids into the corresponding polyfluoroaryl compounds, which could have a wide range of F-content (2F-5F) and variable F-substitution patterns on the aryl groups. Broad scope and good functional group compatibility were achieved, including on substrates derived from natural products and pharmaceuticals. Mechanistic study revealed that a [Cu-(ArF)2] species could be responsible for the transfer of polyfluoroaryl groups to the alkyl radicals.

Exploiting Synergistic Effects in Organozinc Chemistry for Direct Stereoselective C-Glycosylation Reactions at Room Temperature

Pairing a range of bis(aryl) zinc reagents ZnAr2 with the stronger Lewis acidic [(ZnArF2)] (ArF=C6F5), enables highly stereoselective cross-coupling between glycosyl bromides and ZnAr2 without the use of a transition metal. Reactions occur at room temperature with excellent levels of stereoselectivity, where ZnArF2 acts as a non-coupling partner although its presence is crucial for the execution of the C(sp2)–C(sp3) bond formation process. Mechanistic studies have uncovered a unique synergistic partnership between the two zinc reagents, which circumvents the need for transition-metal catalysis or forcing reaction conditions. Key to the success of the coupling is the avoidance of solvents that act as Lewis bases versus diarylzinc compounds (e.g. THF).

Dialkylzinc-mediated allylic polyfluoroarylation reaction

Abstract We present an allylic polyfluoroarylation reaction with broad substrate scope and excellent functional group tolerance, using organozinc reagents under mild conditions. A catalytic amount of triphenylphosphine oxide efficiently promotes iodine-zinc exchange reaction between polyfluoroaryl iodide and dimethylzinc, and the resulting phosphine oxide-activated polyfluoroarylzinc undergoes substitution reaction with allylic halides to afford the corresponding polyfluoroarylated products.

(Pentafluorophenyl) group 11 and 12 metal compounds, processes for preparing (pentafluorophenyl) group 11 and 12 metal compounds, and uses thereof

(Pentafluorophenyl) Group 11 and 12 metal compounds and processes for preparing (pentafluorophenyl) Group 11 and 12 metal compounds are disclosed. Also, disclosed are processes for preparing (pentafluorophenyl) Group 13 or 15 metal compounds useful as Lew

Arylzinc complexes as new initiator systems for the production of isobutene copolymers with high isoprene content

Better rubber: The initiator system [Zn(C6F5) 2]/tBuCl for isobutene/isoprene copolymerizations (see scheme) gave products with high molecular weights, significantly increased isoprene incorporation, and minimal cross-link

Reactions of zinc dialkyls with (perfluorophenyl)boron compounds: Alkylzinc cation formation vs C6F5 transfer

Reaction between ZnR2 and [H(OEt2)2] [B(C6F5)4] in ether leads to the salts [RZn(OEt2)3]-[B(C6F5)4], while mixtures of ZnR2 (R = Me, Et) and B(C6F5)3 in toluene-d8 undergo facile alkyl/C6F5 group exchange to give Zn(C6F5)2·(toluene). Mixtures of ZnR2 and B(C6F5)3 in hydrocarbon/diethyl ether solvent mixtures react with alkyl transfer to afford the ion pairs [RZn(OEt2)3][RB(C6 F5)3], whereas the reaction of ZnEt2 with [Ph3C][B(C6F5)4] in toluene-d8 proceeds with β-H abstraction to give ethene and Ph3CH, with the subsequent rapid formation of Zn(C6F5)2.

The solid-state structure of bis(pentafluorophenyl)zinc

Using the published method of Wiedenbruch, bis(pentafluorophenyl)zinc, 1, was prepared from anhydrous ZnCl2 and 2 equiv. of LiC6F5 in diethyl ether. Base-free 1 was obtained in 60-65% yield by repeated distillation of the initially formed bis(diethyl) ether adduct of 1. The X-ray quality crystals of 1 were obtained from benzene solution. The molecular structure of 1 revealed a near linear geometry for the two-coordinate zinc center (C(1)-Zn-C(7) = 172.6(2)°), typical of monomeric ZnR2 derivatives. In the crystal structure, stacking interactions between C6F5 rings on adjacent molecules is a dominant motif, with ring centroid to ring centroid distances of 3.503 and 3.563 A observed. A weak intermolecular C-F...Zn interaction between F(2) and an adjacent zinc center, as judged by the close contact of 2.849(2) A, also appears to be an important aspect of the crystal structure. Compound 1 is an effective but nonselective C6F5 transfer agent to BCl3; 1: monoclinic, space group P21/n, a = 11.902(2) A, b = 7.732(2) A, c = 13.735(2) A, β = 110.58(1)°, V = 1183.4(4) A3, Z = 4, R = 0.048, Rw = 0.069.

Organothallium compounds. VI. Reactions of bromobis(pentafluorophenyl)thallium(III) with main group elements

Bromobis(pentafluorophenyl)thallium(IlI) reacts with many main group elements on heating in the absence of a solvent to give pentafluorophenyl derivatsves of these elements. The compounds C6F5M (M = Cl, Br, or I), (C6F5)2M (M = Zn, Cd, Hg, S, Se or Te), (C6F5)3M (M = In, P, As, or Sb), and (C6F5)M (M = Ge or Sn) have been prepared by this method. Substantial decomposition of (C6F5)2TlBr occurs on reaction with aluminium, gallium, lead and bismuth, but pcntafluorophenyl derivatives of these elements are not obtained.