Phenyl dodecyl telluride

In a typical experiment, n-dodecyl phenyl telluride (0.160 g, 0.42 mmol) in benzene (1 mL) is treated with PhjSnH (0.361 g, 1.03 mmol) during 5 h at room temperature, furnishing n-dodecane (0.080 g (87%)). 

Olefins by reaction of alkyl phenyl tellurides with chloramine-T (typical procedure). A solution of 1-dodecyl phenyl telluride (0.198 g, 0.52 mmol) and commercial chloramine-T trihydrate (0.300 g, 1.0 mmol) in THF (5 mL) is refluxed for 40 min under Nj. After evaporation of the solvent, the residue is treated with hexane (20 mL), and then fdtered. The filtrate is passed through a short Si02 column with hexane, giving, after evaporation, 1-dodecene as a colourless oil (0.068 g (78%)). 

Not only alkyl hahdes but also group 16 heteroatom compounds are reduced with Sml2 upon photoirradiation. This Smh-hi system is extremely effective for the reduction of organic selenides. On the other hand, the photoinduced reduction of sulfides with Smij does not proceed at all, while dodecane is obtained in 38 % yield by the photoinduced reduction of dodecyl phenyl telluride with Sml2 (Scheme 2.35) [95]. 

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