J. Morawietz et W. Sander, PHOTOCHEMISTRY OF FLUORINATED PHENYL NITRENES - MATRIX-ISOLATION OF FLUORINATED AZIRINES, Journal of organic chemistry, 61(13), 1996, pp. 4351-4354
2,6-Difluorophenylnitrene and pentafluorophenylnitrene were generated
in solid argon at 10 K by irradiation of the corresponding phenyl azid
es and characterized by IR and UV spectroscopy. Selective irradiation
with lambda = 444 nm results in the formation of the corresponding azi
rines, while ketene imines are not produced. On lambda = 366 nm irradi
ation the azirines rearrange back to the nitrenes. The assignment of t
he azirines is confirmed by ab-initio calculations.