2729-11-5

Usage

InChI:InChI=1/C18F15OP/c19-1-4(22)10(28)16(11(29)5(1)23)35(34,17-12(30)6(24)2(20)7(25)13(17)31)18-14(32)8(26)3(21)9(27)15(18)33

Upstream product

• 1259-35-4 tris(pentafluorophenyl)phosphine 
• 2154-71-4 bis-trifluoromethyl-aminooxyl 
• 5853-63-4 tris(2,4,6-trimethoxyphenyl)phosphine selenide 
• 7783-70-2 antimony pentafluoride 
• 22474-72-2 difluorotris(pentafluorphenyl)phosphorane 
• 5864-22-2 dichlorotris(pentafluorophenyl)phosphorane 
• 152385-10-9 methy(oxo)bis(η(2)-peroxo)rhenium(VII) 

Downstream Products

• 63108-04-3 C₁₂F₉(C₆F₅)2P 
• 363-72-4 Pentafluorobenzene 
• 5121-88-0 2,3,5,6,2′,3′,4′,5′,6′-nonafluorobiphenyl 
• 1259-35-4 tris(pentafluorophenyl)phosphine 
• 1191255-62-5 Er[(C₆F₅)N₂C₃(CF₃)(O)(NO)]3(OP(C₆F₅)3) 

Relevant academic research and scientific papers

Electrophilic Phosphonium Cations as Lewis Acid Catalysts in Diels-Alder Reactions and Nazarov Cyclizations

The highly electrophilic fluorophosphonium cation [(C6F5)3PF]+[B(C6F5)4]- is shown to catalyze Diels-Alder reactions of challenging dienophile/enophile combinations an

Electrophilic phenoxy-substituted phosphonium cations

A family of electrophilic phenoxy-substituted phosphonium salts [(RO)P(C6F5)3][B(C6F5)4] (R = C6H5, 4-FC6H4, 2,4-F2C6H3, C6F5) have been synthesized and their air stability was evaluated. Computations of the fluoride ion affinity and global electrophilicity index have been used to compare the electrophilicity of these phosphonium salts. The Lewis acidity of these phosphonium salts was probed computationally and experimentally in a Friedel-Crafts-type dimerization, hydrodefluorination, hydrosilylation, hydrodeoxygenation, and dehydrocoupling reactions.

A first methodical approach to salts with unsymmetrical fluorophenyl(pentafluorophenyl)difluoroiodonium(V) cations [Rf(R F)IF2]+ (Rf=x-FC6H 4, x=2, 3, 4; RF=C6F5)

A promising approach to the unknown type of [Ar′(Ar)IF2]X salts is offered. x-FC6H4IF4 (x=2, 3, 4) reacts with C6F5BF2 in CH2Cl2 and forms [x-FC6H4(C6F5)IF 2][BF4] salts in good yields. For [4-FC6H 4(C6F5)IF2][BF4] the fluoro-oxidizer property is shown in reactions with weakly reducing agents like E(C6F5)3 (E=P, As, Sb, Bi) and ArI (Ar=4-FC6H4, C6F5). The fluorine/aryl substitution method is also applied to the synthesis of [(4-FC6H4)2IF2][BF4], an example with two identical aryl groups in the difluoroiodonium(V) moiety.

Synthesis of perfluorodiphenylphosphinic acid and its potassium and oxonium salts; crystal structure of oxonium perfluorodiphenylphosphinate

The syntheses of perfluorodiphenylphosphinic acid, oxonium perfluorodiphenylphosphinate (perfluorodiphenylphosphinic acid monohydrate), and the potassium salt are described. Crystals of (C6F5)2PO-2H3O+ [(C6F5)2PO(OH)·H2O] are monoclinic, a = 33.541(2) A, b = 6.512(3) A, c = 30.238(2) A, Z = 16, space group C2/c. The structure was solved by direct methods and was refined by full-matrix least-squares procedures to R = Rw = 0.037 for 3792 reflections with 1≥3σ(1), respectively. The crystal structure contains H3O+ cations and (C6F5)2PO-2 anions (two of each per asymmetric unit), linked by two strong, symmetrical hydrogen bonds (O...O≈2.4 A) and four more-normal hydrogen bonds (O...O≈2.6 A). P-C bonds are longer and P-O bonds shorter than in the perhydro analog.

Oxidations of ER3 (E = P, As, or Sb) by hydrogen peroxide. Methylrhenium trioxide as catalyst

Catalytic and noncatalytic conversions of tertiary phosphines to their oxides by hydrogen peroxide have been investigated. The catalyst is methylrhenium trioxide, CH3ReO3. The kinetics were investigated in acetonitrile-water (1:1 by volume) at 25°C. Stepwise interactions between CH3ReO3 and H2O2 form CH3Re(η2-O2)(O)2(OI2). A, and CH3Re(η2-O2)2(O)(OH2), B. In CH3CN-H2O (1:1 v/v) the equilibrium constants are K1 = 13 ± 2 L mol-1 and K2 = 136 ± 28 L mol-1 at pH 1.0 and 25°C. The forward and reverse rate constants for the formation of A in this medium are k1 = 32.5 ± 0.3 L mol-1 s-1 and k-1 - 3.0 ± 0.2 s-1. Systematic changes in the substituents on phosphorus were made to vary the nucleophilicity of the phosphine and its cone angles; the kinetic effects are discernible, although they lie in a narrow range. Triphenylarsine and triphenylstibine were also studied, and their rates are within a factor of 2 of that for PPh3. The rhenium peroxides A and B show a small difference in reactivity. The bimolecular reactions between A and most of the phosphines have rate constants of the order 105 L mol-1 s-1. The kinetic data support a mechanism that allows nucleophilic attack of the substrate at the rhenium peroxides.

AROMATIC FLUORDERIVATIVES. XCV. THE INVESTIGATION OF THE BEHAVIOUR OF THE POLYFLUOROAROMATIC COMPOUNDS CONTAINING GROUP VA ELEMENTS IN ACID MEDIA

The formation of the stable phosphonium ions from polyfluoroaromatic phosphines of C6F5PX2 type in HSO3F-SbF5 (1:1) at -70 to -10 deg C has been shown, as well as the transformation of the investigated phosphines in HSO3F at 20 deg C into the pentavalent phosphorus derivatives.The same processes take place also for the trivalent arsenic and antimony derivatives.The possible routes of the latter reaction together with the determining factors have been discussed.The unusual formation of the protonated form of difluoroanhydride of pentafluouobenzenephosphonic acid from C6F5P(OCH3)2 and C6F5P(CN)2 in HSO3F has been found.The generation of nitrenium cations from the polyfluorinated nitrosobenzenes in the strong acids at -60 deg C has been proved.At 20 deg C in the same media these cations undergo oxidation leading to the corresponding nitrobenzenes.The influence of the acidity of media on the reactions of nitrosobenzenes has been investigated.