1392108-14-3Relevant articles and documents
O-alkyl-N-acyl-N-phenylhydroxylamines as photochemical alkoxy radical precursors
Chowdhury, Nilanjana,Anoop, Anakuthil,Singh, N.D. Pradeep
experimental part, p. 1745 - 1754 (2012/07/27)
A simple and efficient technique for the photolysis of alkoxy radical precursors is developed. Irradiation of O-alkyl-N-acyl-N-phenylhydroxylamines, as representative alkoxy radical precursors, with ultraviolet light (254 nm) results in homolytic N-O bond cleavage to generate singlet alkoxy and acylaminyl caged radical pairs. These radicals, depending on the solvent employed, either escape from the cage to form fragmentation products, or undergo in-cage reactions to produce photorearrangement products. The homolytic cleavage of the N-O bond is analyzed using time-dependent density functional theory calculations. The nature of the N-acyl substituent on the O-alkyl-N-acyl-N- phenylhydroxylamines is shown to influence their ability to generate radicals. Furthermore, identification and trapping of the alkoxy radicals is demonstrated. Georg Thieme Verlag Stuttgart · New York.
