32472-36-9Relevant academic research and scientific papers
Electroreductive additions of aromatic dichalcogenides to fluorinated ethenes
Dvorak, David,Neugebauerova, Eva,Liska, Frantisek,Ludvik, Jiri
, p. 378 - 386 (2007/10/03)
Intermediates and products formed during the electrochemical reduction of diphenyl disulfide (1) add to chlorotrifluoroethene (3) under the formation of 2-chloro-1,1,2-trifluoroethyl phenyl sulfide (5) and the E/Z isomers of 2-chloro-1,2-difluoroethenyl phenyl sulfide (6). The analogous reaction with 1,2-dichlorodifluoroethene(4) led to a mixture of E/Z isomers of 6. Electrochemically reduced diphenyl diselenide (2) reacted with 3 giving rise to 2-chloro-1,1,2-trifluoroethyl phenyl selenide (7) whereas the reaction with 4 does not proceed. Addition of disulfide 1 to 4 gives evidence of the participation of the radical PhS?. With diselenide 2, an analogous radical addition reaction was not observed. This is consistent with other experiments suggesting different mechanisms of reductive cleavage of the S-S and Se-Se bonds and the absence of radicals PhSe? in the latter.
