Stereospecific Synthesis of E,E'-Bis(2-chlorovinyl)selenide

摘要

Bis(2-chlorovinyl)selenide was obtained as a mixture of the E,E-, E,Z- and Z,Z-isomers by the reaction of acetylene with selenium tetrachloride generated in the system SeO2/conc. HCl/ether. A side product of this reaction is is-2-chlorovinyl 1,2,2-trichloroethyl selenide (I). Addition of selenium tetrachloride to acetylene at atmospheric pressure in ether at -45°C was shown to result in bis(2-chlorovinyl)selenium di-chloride in 9% yield; the stereochemistry of the product was not established. According to, selenium monochloride, Se2Cl2, with acetylene gives E-2-chlorovinylselenenyl chloride, CHCl=CHSeCl. There are no data in the literature on the reaction of acetylene with selenium dichloride.