Alkaline hydrolysis of diaryl ditellurides under phase transfer conditions; synthesis of alkyl aryl tellurides |
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Authors: | J.V. Comasseto J.T.B. Ferreira J.A.Fontanillas Val |
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Affiliation: | Instituto de Química de Universidade de São Paulo, Cx. Postal 20.780, São Paulo, S.P. Brasil;Departamento de Química de Universidade Federal de São Carlos, Cx. Postal 676, São Carlos, S.P. Brasil |
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Abstract: | The disproportionation reaction of diaryl ditellurides [(C6H5Te)2, (p-CH3C6H4Te)2, (p-CH3OC6H4Te)2, (p-C2H5OC4Te)2, (2-naphthyl-Te)2] with sodium hydroxide under phase transfer conditions at room temperature is described for the first time. The phase transfer catalyst used is 2HT-75, a trade name for a mixture of dialkyldimethylammonium chlorides. The intermediates aryl tellurolates react “in situ” with alkyl halides to give the corresponding alkyl aryl tellurides (ArTeR) in 52–72% yield. The following compounds were prepared: Ar C6H5, R=CH3(CH2)3CH2, (CH3)2CHCH2CH2, (CH3)2CHCH2, CH3CHBrCH2CH2, CH3(CH2)8CH2, C6H5CH2, ClCH2, C6H5CH2CH2, CH2CHCH2, C6H5CHCHCH2, C6H5SeCH2, H; Ar=p-CH3C6H4, R = CH3(CH2)2CH2; Ar=p-CH3OC6H4, R = CH3(CH2)2CH2; Ar = p-CH2H5OC6H4, R= CH3(CH2)2CH2; Ar = 2-naphthyl, R = CH3(CH42)2CH2. |
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