Difluoro-triphenyl

Sulfur tetrafluoride acts as an oxidative fluorinating agent towards organometalloid compounds. Triphenylphosphane and triphenylarsane are converted at 100-150C into difluoro-triphenyl-l5-phosphane (16) and difluorotriphenyl-l5-arsane (17), respectively.219... 

When activated by anionic catalysts [potassium fluoride, cesium fluoride, tctraalkylammonium fluorides, tris(dimethylamino)sulfonium difluorotrimethylsilicate, phosphazenium, hexa-methylpiperidinium and cobaltoccnium fluorides, tetrabuiylammonium difluoro(triphenyl-silyl)silicatc. the complex tetrakis(dimethylamino)ethene/pcrfluoropropene, ammonium (and phosphonium) periluorocyclobuianc ylides], trimethyl(perfluoroalkyl)silanes will generate C-Rp bonds from carbon-halogen bonds. 

Propane 2-Armno-1, 3-difluoro-l. 1.3-triphenyl- ElOb,. 261 (Aziridin + HF)... 

Notable examples of general synthetic procedures in Volume 47 include the synthesis of aromatic aldehydes (from dichloro-methyl methyl ether), aliphatic aldehydes (from alkyl halides and trimethylamine oxide and by oxidation of alcohols using dimethyl sulfoxide, dicyclohexylcarbodiimide, and pyridinum trifluoro-acetate the latter method is particularly useful since the conditions are so mild), carbethoxycycloalkanones (from sodium hydride, diethyl carbonate, and the cycloalkanone), m-dialkylbenzenes (from the />-isomer by isomerization with hydrogen fluoride and boron trifluoride), and the deamination of amines (by conversion to the nitrosoamide and thermolysis to the ester). Other general methods are represented by the synthesis of 1,1-difluoro olefins (from sodium chlorodifluoroacetate, triphenyl phosphine, and an aldehyde or ketone), the nitration of aromatic rings (with ni-tronium tetrafluoroborate), the reductive methylation of aromatic nitro compounds (with formaldehyde and hydrogen), the synthesis of dialkyl ketones (from carboxylic acids and iron powder), and the preparation of 1-substituted cyclopropanols (from the condensation of a l,3-dichloro-2-propanol derivative and ethyl-... 

CfiH, A difluoro-A -phosphorine with 2,4,6-triphenyl-phenoxyl/ 300 F 3.70 ... 

Cross-coupling Reactions. Triphenyl(difluoro)silicates arise from the reaction of Phs SiH and quaternary onium hydrogendiflu-oride. These species can then be subject to cross-coupling phenyla-tion reactions under Pd-catalysis. Usefully, no homocoupled product formation was observed under these conditions (eq 32). ... 

A mixture of p-fluorophenylmercuric bromide and dicobalt oclacarbonyl in tetrahydrofuran allowed to react 1 hr. at room temp, under Ng 4,4 -difluoro-benzophenone. Y 93%. - This is a general method for the prepn. of sym. ketones from easily accessible startg. m. under mild conditions. A non-hydro-lytic work-up is used with removal of excess cobalt carbonyl by triphenyl-phosphine. F. e. s. D. Seyferth and R. J. Spohn, Am. Soc. 90, 540 (1968). 

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