24192-33-4Relevant articles and documents
Electrochemical reduction of nitrogen-fluorine bonds: Relevance to the reactivity of electrophilic fluorinating agents
Differding,Bersier
, p. 1595 - 1604 (2007/10/02)
The cyclovoltammetric and polarographic behaviour of nitrogen-fluorine bond containing compounds, including representatitve electrophilic fluorinating agents is described. The reduction potentials are strongly affected by the substituents on the nitrogen
OXIDATION OF NITROXYL RADICALS BY PERCHLORYL FLUORIDE
Vigalok, A. A.,Lukashina, S. G.,Petrova, G. G.,Vigalok, I. V.,Levin, Ya. A.
, p. 440 - 445 (2007/10/02)
Nitroxyl radicals react with perchloryl fluoride with the formation of oxoammonium salts.The kinetics of this reaction in acetonitrile and aqueous methanol were studied by a conductometric method in comparison with the N-fluorination of structural analogs of the nitroxyls (sterically hindered piperidines) by perchloryl fluoride.The reaction has overall second order and first order in each of the reagents, and the reaction rate is 5-7 times lower in a proton-donating medium on account of the specific solvation of the radical center.Data which favor the alternative electrophilic mechanism of oxidation of the nitroxyls, involving the forma tion of an intermediate fluoroammonium radical, are studied in addition to the generally accepted radical mechanism.
