Tetraphenyl lithium

Phenyl-dibenzophosphole (164) results from the reaction of tetraphenyl-phosphonium chloride with certain lithium dialkylamides a free-radical mechanism... 

Whereas 1,1,1-triphenylethane 551 gave only 2% of triphenylacetic acid 552 after treatment with lithium and a substoichiometric amount (50%) of biphenyl, followed by carbonation and acidic hydrolysis, the same process carried out starting from 1,1,1,2-tetraphenyl ethane 553 or 1,1,2,2-tetraphenylethane 554 gave tri- 552 or diphenylacetic acid 555, respectively, with excellent yields (Scheme 148). ... 

Charged to a one liter Hastelloy-C autoclave (Autoclave Engineer), provided with a magnet-drive stirrer, a mixture of methanol (5.4 mole), methylacetate (3.5mole), methyliodide (350 mmole), nickel iodide (40 mmole), lithium iodide ( 380 mmole) and tetraphenyl tin (130 mmole). 

Aryl-lithium-Verbindungen und Aryl-magnesiumhalogenide konnen in einer quasi-kata-lytischen Reaktion in Amino-arene ubergefuhrt werden, indem man sie zunachst mit 0-(4-Methyl-benzolsulfonyl)-N-(tetraphenyl-cyclopentadienyliden)-hydroxylamin umsetzt und das so erhaltene Arylimino-tetraphenyl-cyclopentadien mit Hydroxylamin in Pyridin zum gewunschten Amino-aren und dem wieder verwendbaren Hydroximino-te-traphenyl-cyclopentadien spaltet3 ... 

Although 1,10-phenanthroline could not be induced to react with phenyl lithium, 4,7-dimethyl- and 4,7-diphenyl-1,10-phenanthrolines, as expected, afford the 4,7-dimethyl-2,9-diphenyl and 2,4,7,9-tetraphenyl derivatives, respectively.196... 

Both the radical ion (40) and the alkali metal salts (41) react unusually with trityl perchlorate, giving 2,2, 5,5 -tetraphenyl-l,l -diarsolyl (44) as a deep red crystalline solid (m.p. 209-212 °C). This reforms the lithium or potassium salt (41) on reaction with the metal in an inert solvent (74TL303). These reactions are shown in Scheme 9. 

In the stannole series, the reactions could be explained by the extraordinary reactivity of the exocyclic tin-carbon bonds with regard to lithium reagents. Thus, the reaction of 1,4-dilithio-1,2,3,4-tetraphenyl-1,3-butadiene with 1,1 -dialkyl-2,3,4,5-tetraphenylstannole leads to alkyl-tin bond cleavage-cyclization by the dilithium reagent33 (equation 61). 

The introduction of the novel educt l,2,3,4-tetraphenyl-l,2,3,4-tetra-p-tolylcyclotetra-silane enables the selective monofunctionalization of perarylated cyclotetrasilanes54. [Ph(p-Tol)Si4] is easily prepared by the reaction of [Ph(p-Tol)SiCl2 with lithium and shows significantly higher solubility and reactivity compared to (S iPli2)4- From [Ph(p-Tol)Si4] the monofunctional cyclotetrasilane derivatives Si4Ph4(/ -Tol)3X with X = OSO2CF3, F, Cl, Br, I, H or t-Bu are accessible simply by dearylation with triflic acid and... 

Methyl-phenyl)-tetraphenyl-phosphoran25 Eine Suspension von 5 g (10,7 mmol) Tetraphenylphosphonium-jodidin 15 ml abs. Diethylether wird mit 12 ml einer ether. 1,05 n4-Methyl-phenyl-lithium-Losung(12,6 mmol) 7 Tage geschiittelt. Nach dem Dekantieren wird der Riickstand mit abs. Diethylether ausgewaschen und aus Cy-clohexan umkristallisiert Ausbeute 1,27 g (27,7%) Schmp. 123° (Zers.). 

The reaction of diphenyl tellurium dichloride with phenyl lithium yielded tetraphenyl tellurium1. Bis[trifluoromethyl] tellurium dichloride and bis[trifluoromethyl] cadmium reacted to produce tetrakis[trifiuoromethyl tellurium2. 

Tetraphenyl Tellurium3,7 0.51 g (1.9 mmol) of tellurium tetrachloride is suspended in 3 ml of anhydrous diethyl ether under nitrogen and the suspension is cooled to 70°. 10.5m/(10.5 mmol)ofa 1 molar solution of lithium halide-free phenyl lithium in diethyl ether is added dropwise to the cooled, stirred suspension, the mixture is allowed to warm to 20° over 30 min, and is centrifuged. The solution is decanted under nitrogen and concentrated by evaporation of the solvent in a stream of nitrogen at 20°. The concentrate is cooled to — 70°, the crystals are collected under an inert atmosphere, washed once with 3 ml of cold diethyl ether, and dried. The product should be handled under an inert atmosphere yield 0.57 g (70%) m.p. 98-102° with softening at > 60°. 

Diphenyl tellurium dichloride and phenyl lithium reacted to produce tetraphenyl tellurium. ... 

Tetraphenyl Tellurium1 3.53 g (10 mmol) of diphenyl tellurium dichloride are suspended in 30 ml of anhydrous diethyl ether and, under dry nitrogen, 25 ml (26 mmol) of a lithium bromide-free solution of phenyl lithium in diethyl ether are added. Crystals of tetraphenyl tellurium are filtered off, the filtrate is concentrated, the concentrate is cooled to — 10°, and the precipitated product is collected. The combined crystals are dissolved in benzene, the solution is filtered, and the filtrate is evaporated to dryness under reduced pressure. The residue is recrystallized from 35 ml of anhydrous diethyl ether yield 2.3 g (52%) m.p. 104-106° (dec.). 

The treatment of hexaphenylstannane with 3 equiv of lithium in THF at room temperature selectively leads the formation of the pentaphenylstannole anion <2007EJI1297>. The reversible redox behavior between tetraphenyl-stannole dianion and octaphenylbistannole 1,2-dianion was investigated by H NMR spectroscopy <2006JA4934>. 

Reduction of 308 with sodium borohydride gives 24% tetraphenylethylene with lithium borohydride, 75% of 2,2-diphenylethanol and 16% of 2,2-diphenylethyl disulfide with di-isobutylaluminum hydride, 39% l,l,3,3-tetraphenyl-2-propanone and 30% of benzophenone. Lithium aluminum hydride gives four products that may be formed by way of cyclopropanone intermediates. ... 

Tetraphenyl tellurium was similarly obtained in 34% yield from triphenyl telluronium iodide and phenyl lithium . Solutions of tetramethyl tellurium were prepared from trimethyl telluronium iodide and methyl lithium. The formation of butyl triphenyl tellurium was claimed in a reaction of triphenyl telluronium iodide and butyl lithium. Equimolar amounts of triphenyl telluronium chloride and 3,3-bis[chloromercuro]-2,4-pentadione in refluxing methanol produced 3-[chloromercuro]-2,4-dioxopent-3-yl triphenyl tellurium. ... 

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