Arylation tellurium compounds

Carboxyethylthio aryl tellurium compounds displaced benzonitrile in bis[benzonitrile] dichloropalladium(II)5. 

Treatment of 2-carboxyphenyl aryl tellurium compounds with zinc(II) chloride in butyl dichloromethyl ether at 100° converted the carboxylic acids to the acid chlorides7 and subsequently isomerized the thus formed 2-chlorocarbonylphenyl aryl tellurides to 2-arylcarbonylphenyl tellurium chlorides1. 

The following alkyl aryl tellurium compounds were prepared in this manner ... 

Several alkyl aryl tellurium compounds were isolated in good yields when the telluronium halides with at least one methyl group were refluxed in pyridine3-5 or heated without solvent6. 

Alkyl aryl tellurium compounds with a carbonyl group in the molecule undergo a variety of reactions characteristic of the carbonyl function. 

Other reactions afFecting the carbonyl group in alkyl aryl tellurium compounds are summarized below ... 

Arylselenomethyl Aryl Tellurium Compound Bis[aryltelluro]alkanes... 

Brominations are performed by dropping solutions containing the stoichiometrically required amount of bromine to the stirred solutions of the diorgano tellurium compounds. To prevent tellurium-carbon bond cleavage, which may occur with dialkyl and alkyl aryl tellurium compounds, the reactions should be performed at or below 20°. The likelihood of Te —C bond cleavage decreases from chlorine to iodine. 

Alkyl halides and arenetellurolates react to form alkyl aryl tellurium compounds, which are easily converted to alkyl aryl tellurium dihalides. Heating of these tellurium dihalides with triphenyl tin hydride in benzene results in the formation of alkanes in high yields. The alkyl aryl tellurium dihalides are more readily reduced than the alkyl aryl telluriums1. 

Alkyl aryl tellurium diacetates were obtained when a terminal olefin was reacted with arenetellurinic acetates in acetic acid in the presence of an equimolar amount of boron trifluoride etherate5. The primary product of the addition of an arenetellurinic acetate to an olefin is a /J-acetoxyalkyl aryl tellurium diacetate. The diacetates were not purified but reduced with hydrazine hydrate to the / -acetoxyalkyl aryl tellurium compounds. 

Tris[trimethylsilyl]methyl tellurium iodide reacted with phenylmagnesium bromidebutyl tellurium bromide with vinyl magnesium bromide, vinyl tellurium iodide with butyl and 4-methoxyphenyl magnesium bromide, and 2-propenyl tellurium iodide with 4-methoxyph-enyl magnesium bromide to give the expected unsymmetric dialkyl or alkyl aryl tellurium compounds. 

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