Benzeneselenenyl iodide

Benzeneselenenyl iodide, C6H5SeI (l).6 Presumably, this reagent is formed on treatment of diphenyl diselenide with I2 in CH3CN. As expected, when 1 is generated in the presence of a 1,5- or 1,6-diene, selenium-substituted carbocycles are formed, by way of an intermediate that is trapped by acetonitrile. 

Benzeneselenenyl halides, 34-37 Benzeneselenenyl iodide, 36 Benzeneseleninic anhydride, 37—39 Benzenesulfenyl chloride, 39-40 Benzenesulfonyl fluoride, 40 Benzenesulfonylnitrile oxide, 40-41 1 -Benzenesulfonyl-2-trimethylsilylethane, 41-42... 

Internal amino or imino chelate functions can achieve this type of selenenyl iodide stabilisation. 2-(4,4-Dimethyl-2-oxazolinyl)benzeneselenenyl iodide exhibits weak iwtermolecular Se- -I contacts (372.5 pm) leading to a centrosymmetric dimer with longer N Se bonds (213.3 pm) and shorter Se-I bonds (277.7 pm) [Figure 19(a)] compared to the strictly monomeric 4-ethyl-substituted isomer (Se-N 207.4). The structure is related to the dimer of the T-shaped cyano derivative [Figure 19(b)]. ... 

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