Perfluorophenyl

A number of HFIP-derived polyethers are known which exhibit good mechanical, thermal, and electrical properties (112,113). Aromatic polyethers have been synthesi2ed from bisphenol A (R = H) or AF (R = F) and fluorkiated aromatics (Ar = perfluorophenyl, perfluorobiphenyl, or... 

Also unexpected is the formation of the 2,2 -(3,4,5,6,7-pentafluoroazepin-2-ylidene) (35) during the flow pyrolysis of perfluorophenyl azide over platinum at 300 C.6°... 

The tetraphenylaurate ion is square planar in its Bu4N+ salt, while the analogous perfluorophenyl can be made ... 

Nyholm, R.S. and Royo, P. (1969) Synthesis of perfluorophenyl metal complexes using (C6F5)2TlBr as oxidant. Journal of the Chemical Society D Chemical Communications, (8), 421. 

Uson, R., Laguna, A., Garcia, J. and Laguna, M. (1979) Anionic perfluorophenyl complexes of gold(I) and gold(III). Inorganica Chimica Acta, 37(2), 201-207. 

Uson, R., Laguna, A., Vdlacampa, M.D., Jones, P.G. and Sheldrick, G.M. (1984) Reactions of cis-diisocyanidebis (perfluorophenyl)gold(III) complexes with hydrazines. Crystal and molecular structure of bis(perfluorophenyl)[3-phenyl-l,4-bis(p-toluidino)-2,3-diazabut-l-en-l-yl-4-ylidene]gold. Journal of the Chemical Society, Dalton Transactions, (9), 2035-2038. 

For example, Marder and co-workers [10] (among others) have studied liquid crystal mesophases induced by the presence of quadrupolar interactions between non-mesomorphic phenyl- and perfluorophenyl-containing moieties (e.g. 1). 

Analysis of the packing of the complexes (e.g. Fig. 13) also showed the absence of quadrupolar phenyl/perfluorophenyl interactions, an observation... 

BArF Tetra(perfluorophenyl)borate or tetra(3,5-trifluoromethylphenyl)bortate... 

In contrast to ZnPh2, 11 consists of monomeric, linear [Zn(C6F5)2] units in which both perfluorophenyl substituents form a dihedral angle of 76.7(2)°. The zinc-carbon bonds are 1.928(4) A long, on average, and thus substantially shorter than those of the previously reported [Zn(C6F5)2(THF)2],39 which has isometric zinc-carbon bonds of 2.003(3) A lengths. 

The following references provide further information on the use of Sulfo-SFAD and perfluorophenyl azide photoreactive groups Pandurangi et al. (1995a, b, 1996, 1997a, b, 1998) Yan etal. (1994). 

Yan, M., Cai, S.X., Wybourne, M.N., and Keana, J.F.W. (1994) N-Hydroxysuccinimide ester functionalized perfluorophenyl azides as novel photoactivatable heterobifunctional cross-linking reagents. The covalent immobilization of biomolecules to polymer surfaces. Bioconjugate Chem. 5, 151-157. 

An increase of triplet nitrene absorption relative to azepine absorption was observed upon LFP of perfluorophenyl azide in methanol. This effect was not observed in acetonitrile, which has a similar dielectric constant, or in... 

It was mentioned previously that, unlike most arylnitrenes, polyfluorinated arylnitrenes have bountiful bimolecular chemistry. Banks and Sparkes found that pyrolysis of 4-azido-2,3,5,6-tetrafluoropyridine in cyclohexane produced the product of formal CH insertion in 45% yield. Tetrafluoropyridyinitrene was also captured by alkenes, dimethyl sulfoxide and even benzene. Pyrolysis of perfluorophenyl azide (15e) yields a product of formal insertion with a CH-bond of benzene and the formation of adducts with dimethyl sulfoxide.Abramovitch et demonstrated that... 

It is known that irradiation of perfluorophenyl azide in the presence of diethylamine results in the formation of hydrazine along with some other products. LFP of azides 16f, 16g demonstrates that in the presence of amines (piperidine and morpholine) the decay of the aryinitrene absorption (Figure 17, Spectrum 1) is accompanied by formation of the transient absorption with maximum at 320 nm (Figure 17, Spectrum 2). Unlike the adduct of singlet aryinitrene with pyridine (ylide 22e), this intermediate is unstable and its lifetime is about 2.5 ps. The product of its transformations absorbs slightly in the near-UV region (Figure 17, Spectrum 3), which is typical of hydrazines (24). 

The molecular structure of bis(perfluorophenyl)(tetramethyltetrazene)zinc (54) shows tetrahedral coordination about the zinc,411 with the N4 system of the tetrazene in a trans configuration bonded to the zinc via N—1 and N—3 (Zn—N = 2.13, 2.25 A). NMR data are consistent with a rapid equilibrium in solution (equation 4). 

Triaryl-substituted azomethines 3 are converted into the corresponding nitrones 4 by tri-fluoroperacetic acid in 70-87 % yield 235 substitution of one or two perfluorophenyls by phenyl groups at the carbon atom reduces the yield to 20-44%.235... 

A special oxidizing agent. A.A-dichlorotrifluorornethanesulfonamide, converts aryl trifluoro-methyl sulfides into sulfimides at room temperatures (Table 19).296 Bis(perfluorophenyl) sulfide is converted into the sulfone 12 by refluxing for an extended period with in situ prepared peracetic acid.297... 

Aminophenyl perfluorophenyl ethers 10 are transformed to Smiles rearrangement products 11 by heating in dimethylformamide. which is also the case for 2-aminophenyl tetrafluoro-4-pyridyl ether.8... 

Substituted cyclohexanols containing a 1-perfluorophenyl substituent are surprisingly, when compared with 1-alkylpentafluorobenzenes (vide supra), reduced at the ortho C F bond in the aromatic ring by lithium aluminum hydride.87 Substituted phenols with a trifluoromethyl group in the ortho or para positions are reduced with lithium aluminum hydride66 (Table 3), in contrast to 3-(trifluoromethyl)phenol. 

The condensation of methyl perfluorophenyl ketone oxime with acetylene (KOH/DMSO, 100°C, 2 hr, 12 atm) failed to afford the expected pyrrole [90ZOR(ip)]. 

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