Spin adduct formation from the spontaneous reaction between spin traps and weak electron acceptors, as exemplified by trichloroacetonitrile. An acid promoted version of the Forrester–Hepburn addition–oxidation mechanism

Author(s):  
Lennart Eberson ◽  
John J. MacCullough ◽  
Ola Persson
2005 ◽  
Vol 69 (2) ◽  
pp. 297-305 ◽  
Author(s):  
Klaus Stolze ◽  
Natascha Udilova ◽  
Thomas Rosenau ◽  
Andreas Hofinger ◽  
Hans Nohl

1982 ◽  
Vol 60 (12) ◽  
pp. 1532-1541 ◽  
Author(s):  
Ryusei Konaka ◽  
Shigeru Terabe ◽  
Taiichi Mizuta ◽  
Shigeru Sakata

In spin trapping the N-methyl-N-phenylaminomethyl radical with nitrosodurene, an esr spectmm exhibiting line width alternation was observed despite the normal spectral pattern found with the use of nitroso-tert-butane. Nitrosodurene derivatives, N-duryl nitrone and methyl N-duryl nitrone, have been revealed to be other excellent spin traps for the N-, 0-, and S-centered radicals. Spin adducts of these radicals, which can be independently prepared by spin trapping with nitrosodurene, are stable and can be easily discriminated by large differences in β-hydrogen splittings or characteristic patterns. Methyl N-duryl nitrone reacted with tert-butyl hydroperoxide to give a spin adduct which could be clearly distinguished in the esr spectra from the tert-butoxy adducts prepared independently from other sources. Accordingly, it seems to be the tert-butylperoxy adduct. Similarly, hydrogen peroxide gave a different spectrum from the hydroxy adducts. Alkyl hydroperoxides caused molecule-induced homolysis with the nitroso compounds to produce alkoxy adducts of the respective nitroso compounds. Some phenyl and duryl alkoxy nitroxides undergo decomposition to give alkyl radicals which were trapped by the nitroso compounds.


1982 ◽  
Vol 60 (12) ◽  
pp. 1528-1531 ◽  
Author(s):  
H. A. O. Hill ◽  
P. J. Thornalley

The production of phenyl radicals during phenylhydrazine-induced hemolysis has been demonstrated by the use of the spin traps, DMPO, M4PO, and LINPyBN. The phenyl spin adducts of DMPO and M4PO were produced in moderate yield by an oxygenated 1% erythrocyte suspension. With the lipid soluble spin trap LINPyBN, a dramatic increase (400%) in the yield of phenyl spin adduct was observed despite little increase in the rate of phenyl radical trapping. The production of phenyl spin adducts was decreased when phenylhydrazine-4-sulphonic acid or carbonmonoxyhemoglobin-containing erythrocytes were used. These results suggest that the reaction of phenylhydrazine with oxyhemoglobin leads to the formation of phenyl radicals that are preferentially trapped in the erythrocyte membrane.


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