Oxirene perfluoromethylethyloxirene

Torres, M., Bourdelande, J.L., Clement, A., and Strausz, O.P., Argon matrix isolation of bis(triflu-oromethyl)oxirene, perfluoromethylethyloxirene and their isomeric ketocarbenes, /. Am. Chem. Soc., 105, 1698, 1983. 

CF3) and perfluoromethylethyloxirene (52 R = CFj, R = CFjCFj) in Ar matrices were reported, following photolysis of the corresponding diazoketones. The species identified as oxirenes could be converted into the corresponding ketenes by irradiation at 360 nm and, in accord with predictions of very low stabilization energies for oxirenes, their spectra decayed substantially when the matrices were warmed to 35 K. In a later investigation of the matrix photolysis of the diazoketones 51 (R = R = CH, CD,), the ketenes were always found to be more abundant, but species identified as oxirenes were detected as minor but well-defined products. These were stable at temperatures below 25 K and isomerized to the ketenes when irradiated with light of A > 230 nm. 

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