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
Abstract:The thermal reaction between N-tert-butyl--phenylnitrone (PBN) and trichloroacetonitrile is promoted by acids HA, giving spin adducts A-PBN ؒ and CCl 2 ᎐ ᎐ C᎐ ᎐ N-PBN ؒ , presumably via addition of HA to the nitrone with formation of a hydroxylamine and oxidation of the latter by trichloroacetonitrile (the Forrester-Hepburn mechanism).
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