67790-75-4Relevant articles and documents
The photochemistry of various para-substituted tetrafluorophenyl azides in acidic media and the formation of nitrenium ions
Michalak, Jacek,Zhai, Hong Bin,Platz, Matthew S.
, p. 14028 - 14036 (2007/10/03)
Laser flash photolysis of polyfluorinated aryl azides in acetonitrile at ambient temperature produces singlet nitrenes which have lifetimes of tens to hundreds of nanoseconds. The lifetimes are controlled by ring expansion and intersystem crossing to the
Chemistry and kinetics of singlet (pentafluorophenyl)nitrene
Poe, Russell,Schnapp, Karlyn,Young, Mary J.T.,Grayzar, Jennifer,Platz, Matthew S.
, p. 5054 - 5067 (2007/10/02)
The chemistry and kinetics of singlet (pentafluorophenyl)nitrene were studied by chemical trapping and laser flash photolysis techniques. Photolysis of pentafluorophenyt azide in cyclohexane, benzene, diethylamine, pyridine, tetramethylethylene, tetrahydrofuran, dimethyl sutfoxide, and dimethyl sulfide forms adducts in fair to good yields. At ambient temperature singlet (pentafluorophenyl)nitrene is intercepted, and intersystem crossing to the lower energy triplet state is unimportant. Triplet nitrene chemistry can be achieved by benzoylbiphenyl photosensitization, the presence of methanol or ethyl iodide, or by lowering the reaction temperature below 0 °C. The singlet nitrenc adduct formed in pyridine is an ylide whose structure has been determined by X-ray crystallography. The ylide has an intense absorption maximum at 390 nm which varies only slightly with solvent. The pyridine ylicle is a useful probe for monitoring the absolute kinetics of singlet (pentafluorophenyl)nitrene by laser flash photolysis techniques.
