1914-12-1Relevant articles and documents
Intramolecular Addition of Aryl Radicals to Carbon-Nitrogen Double Bonds
Gioanola, Milena,Leardini, Rino,Nanni, Daniele,Pareschi, Patrizia,Zanardi, Giuseppe
, p. 2039 - 2054 (2007/10/02)
Cyclisation of radicals 6a,b is highly regioselective towards a 5-exo process; 6-endo ring closure is a minor route and their ratio depends on the substituents.No ring expansion of the five-membered radical intermediates 7a,b was observed.Radicals 27a,b give rise to 5-exo cyclisation regiospecifically.A competitive 1,5-hydrogen shift leading to imidoyl radicals was noticed.An analogous behaviour is also exhibited by vinyl radicals when allowed to add to carbon-nitrogen double bonds.
Photocleavage of Diarylnitrosamines in Neutral Media
Crumrine, David S.,Brodbeck, Charles M.,Dombrowski, Paul H.,Haberkamp, Thomas J.,Kekstas, Rita J.,et al.
, p. 4246 - 4249 (2007/10/02)
N-Nitrosodiphenylamine, N-nitroso(2-nitrophenyl)phenylamine, N-nitroso(3-methylphenyl)phenylamine, and N-nitrosocarbazole were irradiated in degassed neutral solution to give the corresponding diarylamine as the initial photoproduct.The effects of changing solvents, concentrations, and substituents and of adding catalysts were examined.Quantum yield studies, sensitization work, and ESR studies were used to study the mechanism of this photolysis.
