Carbonyl selenide, photolysis

Recently, the spectroscopic identification of carbonyl teUuride, obtained by photolysis of H2Te in CO or 1 % CO/Ar matrices at 10 K, was reported. Carbonyl selenide is readily synthesized in situ from R2NC(0)Se R2NH2+ and acids, but little of its chemistry is known. Poly(carbon diselenide) is obtained as a black powder by thermal polymerization or photopolymerization of carbon diselenide. The obtained polymer is highly disordered, and it has a head-to-head polymer structure". 

The photolysis of a-phenylselenoacetate and related compounds in the presence of an alkene and CO leads to acyl selenides via group transfer carbonylation. The mechanism of this three-component coupling reaction involves the addition of an a-(alkoxycarbonyl)methyl radical to an alkene, the trapping of the produced alkyl free radical by CO, and termination of the reaction by a phenylselenenyl group transfer from the starting material (Scheme 4-43) [73]. 

Photolysis of methyl a-(phenylseleno)acetate in the presence of diallyl ether and carbon monoxide leads to the acyl selenides via radical cyclization and group transfer carbonylation (Scheme 15.49) [124]. 

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