77771-48-3Relevant articles and documents
Argon-Matrix Isolation of Bis(carbomethoxy)thiirene: Formation of Acyl and Carbalkoxythioketenes
Torres, M.,Clement, A.,Strausz, O. P.
, p. 1208 - 1212 (2007/10/02)
Photolysis of argon-matrix isolated 4,5-bis(carbomethoxy)-1,2,3-thiadiazole with λ=254 or 265 nm resulted in the almost quantitative formation of bis(carbomethoxy)-thiirene (3g).Photolysis of 3g could only be carried out by long irradiation times at short wavelength λ=210 nm and resulted mainly in extensive fragmentation instead of the formation of bis(carbomethoxy)thioketene, confirming earlier predictions that substituents, especially electron-withdrawing ones, should stabilize the thiirene ring.Methylcarboethoxy and methylacetylthioketene were obtained, however, in the argon-matrix photolysis or flow thermolysis of 4-methyl-5-carboethoxy- or 4-carboethoxy-5-methyl-1,2,3-thiadiazole and 4-acetyl-5-methyl-1,2,3-thiadiazole, respectively. - Key words: Thiirene, Thioketene, 1,2,3-Thiadiazole, Thio-Wolff Rearrangement
