Alkyl bromides R1R2CHBr in which R1 is an electron acceptor and R2 is an electron donor, when treated with di-t-butyl nitroxide, undergo extremely rapid homosolvolysis to yield unreactive ‘capto-dative’ free radicals.
H. Singh and J. M. Tedder, J. Chem. Soc., Chem. Commun., 1980, 1095 DOI: 10.1039/C39800001095
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