Phenyl fluoro-substituted

An in-depth study of the photolysis of a series of fluoro-substituted phenyl azides, e.g. 58, shows clearly that, in general, 3-substituted phenyl azides yield mixtures of the 4,5- and 5,6-disubstitutcd 3//-azepines, e.g. 59 and 60.188 Tri- and tetrafluoro-substituted azidoben-zoates yield NH-insertion products rather than 3//-azepines. 

Substituted-PPVs and a number of PPV copolymers have been synthesized, illustrated in Scheme 46, using the Heck reaction shown above [178-180]. Of these polymers both the phenyl-substituted PPV and the biphenylene vinylenes are soluble in organic solvents while the methyl-, trifluoromethyl-, nitro- and fluoro-substituted analogs displayed poor solubility. 

Thermal dimerization of perfluoroalkcnes is also a good approach for obtaining interesting dimeric fluoro-substituted compounds. A -[4-Phenoxy-3-(trifluorovinyl)phenyl]phthalimide (3), which is a model for polyimides containing trifluorovinyl groups, undergoes thermal dimerization at 140-160"C to give predominantly the trtf .s-1,2,3,3,4,4-hexafluoro-l,2-bis(2-phenoxy-5-phthalimidophenyl)cyclobutane (4).6 See Section 2.1.1.6.2. for a more detailed discussion of this [2 + 2]-cycloaddition process. 

Quite recently, one of the most efficient phase-transfer-catalyzed epoxidation methods for chalcone-type enones was developed by the Park-Jew group [11], A series of meta-dimeric cinchona PTCs with modified phenyl linkers were prepared. Among this series, the 2-fluoro substituted catalyst 5, exhibited unprecedented activity and enantioselectivity for the epoxidation of various trans-chalcones in the... 

The three nitrogen atoms and the fluoro-substituted phosphorus atoms are coplanar (within 2.5 pm), but the phenyl-substituted phosphorus atom lies 20.S pm above this plane. The explanation offered is that the more electropositive phenyl groups cause an expansion of the phosphorus d orbitals, less efficient overlap with the p orbitals of the nitrogen atom, and a weakening of the it system at that point. This allows27 the ring to deform and the Ph2P moiety to bend out of the plane. 

A-Substituted 4- or 5-fluoro-l,2,3-triazoles have been prepared by 1,3-cycloaddition reactions with azides. For example, reaction of perfluoropropadiene with phenylazide produces a mixture of regioisomeric 1,2,3-triazoles substituted with the phenyl, fluoro, and trifluoromethyl groups (Fig. 3.90). The major isomer was... 

In contrast to the FVP synthesis of indenocorannulene (98) from phenyl-corannulene, the fluoro-substituted analogue 29 (X=F) turns out to be very efficient [126] (Scheme 28). Catalytic cyclization is initiated by reaction of a silyl cation with an aryl fluoride to generate a phenyl cation and, subsequently, Friedel-Crafts reaction to an intramolecular aryl coupling, flowed by deprotonation, to give 98, The enabling feature of this reaction is the exchange of carbon-fluorine for sihcon-fluoiine bond enthalpies. 

A series of twenty-nine substituted phenols (e.g., alkyl, phenyl, fluoro, cbloro, bromo, nitro, and multisubstituted) was studied using a diol column and a 50/50 chloroform/iso-octane mobile phase [611]. In general, retention increased as the polar nature of the solute increased (e.g., in order of increasing retention 2,4,6-tributylphenol < 4-amylphenol < 4-methylphenol < phenol < 4-chlorophenol < 4-nitrophenol). As might be expected, this system showed good isomer selectivity k for 3-nitrophenol=4.20, for 4-nitrophenol = 5.50). However this selectivity was not as pronounced as that found using an underivatized silica support. 

C2 symmetric diols having a L-mannaric acid backbone were developed as shown in Fig. 15 [185]. A series of fluoro-substituted Pi/Pj analogs (58) of these symmetrical diols were synthesized and tested with the aim of improving their anti-HIV activity. QSAR 67 [15] reported for the data showed that electron-releasing substituents on the two phenyl rings and the hydrophobic-ity of the molecule have a positive effect on the activity. Similar to QSAR 66,... 

Replacement of the P-phenyl groups in NAPHOS by electron-withdrawing fluoro-substituted aryl groups leads to IPHOS-type ligands (Scheme 2.18), which have been synthesized by Beller in cooperation with Oxeno (now Evonik) [56]. Their synthesis is based on the corresponding diaminophosphines as... 

Fluoro-substituted silole-containing polymers were recently prepared by Suzuki polycondensation reaction using 2,5-dihydroxyboryl-l,l-dimethyl-3,4-bis(3-fluorophenyl)-silole or l,3-dibromo-5-fluoro-benzene as fluoro-containing monomers and 2,7-dibromo-9,9-dioctyl-fluorene or 2,5-dihydroxyboryl-l,l-dimethyl-3,4-bis(phenyl)-silole as co-monomers [221]. With a polymerization... 

Alkylamino)-6-aryl-3-phenyl-2-thioxo-2,3-dihydrothiazolo[4,5-d]pyrimidin-7(6H)-ones (I R = alkyl, substituted benzyl R1 = H, F) 141 were easily synthesized via a tandem aza-Wittig reaction. Treatment of iminophosphorane 139 with aromatic isocyanates gave carbodiimides 140 (same Rl), which reacted with fluoro-substituted alkylamines to provide the title compoimds 141 (Scheme 64) in 65-87% isolated yields using sodium ethoxide as catalyst [98],... 

The substituent parameters for the pentafluorophenyl group have been determined by classical p)fa measurements on pentafluorobiphenyl derivatives as well as by the method of Taft using meta- and para-fluoro-substituted pentafluorobiphenyls. It was concluded that the pentafluorophenyl group is inductively electron-withdrawing, intermediate between phenyl and the stronger trifluoromethyl, but showed insignificant withdrawal by resonance. 

Indazole, 5,5-dimethyl-3-trifluoromethyl-4,5-dihydro-trichomonacidal activity, 5, 291 Indazole, 2-ethoxycarbonyl-reactions, 5, 269 Indazole, 3-fluoro-synthesis, S, 263 Indazole, 1-germyl-synthesis, 5, 236 Indazole, 1-glycosyl-synthesis, 5, 289 Indazole, 2-glycosyl-synthesis, 5, 289 Indazole, halo-reactions, S, 266 Indazole, 2-hydroxy-methylation, 5, 269 Indazole, 3-hydroxy-reactions, S, 264 Indazole, 6-hydroxy-diazo coupling, 5, 86 Indazole, hydroxyphenyl-synthesis, S, 288 Indazole, 3-iodo-synthesis, S, 241 Indazole, l-isopropyl-3-phenyl-reduction, 5, 243 Indazole, 3-mercapto-1 -substituted tautomerism, 5, 265 Indazole, methoxy-... 

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