Benzeneselenenyl trichloride

Benzeneselenenyl trichloride. C6H5SeCl3. The reagent can be prepared by reaction of (QH5Se)2 with S02C12 in CHC13. It can be stored at - 20° for at least one month. 

Benzeneselenenyl trichloride, 27 Platinum-Titanium, 251 Titanium(IV) chloride-Zinc, 310 Dehydrohalogenation (see Elimination reactions)... 

Benzeneselenenyl trichloride, 27 Diphenyl diselenide, 125 Hydrogen peroxide, 145... 

From a- or 0- substituted aldehydes or ketones by elimination reactions Benzeneselenenyl trichloride, 27 Methanesulfonyl chloride-4-Di-methylaminopyridine, 176 9-(Phenylseleno)-9-borabicyclo-[3.3.1]nonane, 245 By oxidation of allylic substrates Pyridinium chlorochromate-Benzo-triazole, 262 By other methods Alumina, 14... 

Diphenyl diselenide has been prepared by disproportionation of phenyl selenocyanate in the presence of potassium hydroxide" or ammonia/ and by air oxidation of benzeneselenol. The preparation of benzeneselenol is described in an earlier volume in this series/ In the present procedure phenylselenomagnesium bromide formed from phenylmagnesium bromide and selenium is oxidized directly to diphenyl diselenide with bromine/ Thus the liberation of the malodorous and toxic hydrogen selenide and benzeneselenol is avoided. Benzeneselenenyl chloride has been prepared by thermal elimination of ethyl chloride from ethyl phenyl selenide di-chloride/ by thermal elimination of chlorine from phenylselenium trichloride," and by chlorinolysis of diphenyl diselenide with either sulfuryl chloride " or chlorine. " ... 

Selenium and tellurium reagents have been used for stereoselective halogenations of alkenes. For example, trans addition of benzeneselenenyl chloride to alkenes followed by the displacement of the seleno moie with chloride can lead to dr-1,2-dichlorides (equation 25). The addition of 2-naph-thyltellurium trichloride proceeds in an anti stereospecific manner (equation 26), whereas tellurium tetra-diloride gives a mixture of syn and anti adducts. The reaction of allyl esters with tellurium tetrachloride accompanies acyl migration to give the l-(trichloiottlluro)-3-chk>io adduct (54 equation 27). ... 

---