Dd. Sung et al., REACTIVE INTERMEDIATE IN THE DECOMPOSITION REACTION OF BIS DIAZO-COMPOUNDS, Bulletin of the Korean Chemical Society, 14(3), 1993, pp. 335-340
Photochemical extrusion reactions of dinitrogen from bis diazo compoun
ds have been carried out by means of laser flash photolysis in argon m
atrix at low temperature. Photolytic reactions of bis diazo compounds
in methanol have been also conducted by using a high-pressure mercury
lamp at room temperature. Monocarbenes isolated in the matrix were ide
ntified by spectroscopic technique. The spectroscopic result for bis d
iazo cyclohexanone showed a triplet ketocarbene intermediate at the fi
rst step of the loss of nitrogen molecule from the substrate. The cont
inuous decomposition reaction for bis diazo cyclohexanone in methanol
at room temperature gave the Wolff rearrangement product.