An EPR study of the radical addition to 3-nitropentan-2-one as an archetype of α-carbonylnitroalkanes.

作者: Mylène Campredon , Angelo Alberti

DOI: 10.1002/MRC.4063

关键词: GermaniumElectron paramagnetic resonanceSubstrate (chemistry)AlkylChemistryRadicalTinKineticsFragmentation (mass spectrometry)Photochemistry

摘要: Carbon, silicon, germanium, tin and lead-centered radicals were reacted with 3-nitropentan-2-one 3-nitropentan-2-ol inside the cavity of an electron paramagnetic resonance spectrometer. In all cases, selective addition to nitrogroup was observed detection corresponding oxynitroxide radicals. case carbonyl substrate, alkyl acyl nitroxides also detected because α-photocleavage. The oxynitroxides decayed a first order kinetics via fragmentation carbon–nitrogen bond (denitration). Unexpectedly, activation parameters fairly similar those previously reported for tert-butyl almost independent from presence or hydroxyl group on carbon adjacent one bearing nitrogroup. Copyright © 2014 John Wiley & Sons, Ltd.

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