Tetraphenyl phenyl lithium

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... 

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.). 

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. ... 

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

Cyclic Disulphides and Cyclic Diselenides.—Formation. No fundamentally new methods of synthesis of this class of compounds have been reported in the past two years. For l,2>dithiolan the oxidation of l,3>dithiols remains a favoured method, the use of iodine in the presence of triethylamine leading smoothly to 1,2-dithiolans without attendant polymerization. cis- and tra/ -l,2-Dithiolan-3,5-dicarboxylic acids were prepared from a diastereo-isomeric mixture of dimethyl 2,4-dibromoglutarates by sequential treatment with potassium thioacetate and potassium hydroxide in the presence of iodine,and jyn-2,3-dithiabicyclo[3,2,l]octan-8-ol was formed from 2,6-dibromocyclohexanone by successive treatment with potassium thiocyanate, lithium aluminium hydride, and iodine. The stereoselective formation of the less thermodynamically stable alcohol in this case was attributed partly to the formation of chelates with sulphur-aluminium bonds. 2,2-Dimethyl-l,3-dibromopropane was converted into 4,4-dimethyl-l,2-diselenolan on treatment with potassium selenocyanate at 175 °C, but at 140 °C the product was 3,3-dimethylselenetan. Reductive debenzylation of 2-alkylamino-l,3-bis(benzylthio)propanes with lithium in liquid ammonia and oxidation of the resultant dithiols with air afforded 4-dialkylamino-l,2-dithiolans, whilst treatment of a-bromomethyl-chalcone with sodium hydrosulphide gave, as minor product, trans-3 phenyl-4-benzoyl-l,2-dithiolan. Among the many products of thermal decomposition of /ra/ -2,4-diphenylthietan was l,4,5,7-tetraphenyl-2,3-dithiabicyclo [2,2,2]octane. ... 

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