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Frontispiece: Synthetic Diversity from a Versatile and Radical Nitrating Reagent
Author(s) -
Zhang Kun,
Jelier Benson,
Passera Alessandro,
Jeschke Gunnar,
Katayev Dmitry
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201985663
Subject(s) - nitrone , electron paramagnetic resonance , chemistry , reagent , photochemistry , cyclic voltammetry , spin trapping , nitro , spectroscopy , functional group , nuclear magnetic resonance spectroscopy , radical , organic chemistry , cycloaddition , electrochemistry , catalysis , polymer , nuclear magnetic resonance , physics , alkyl , electrode , quantum mechanics
The nitro group (NO 2 ) is a key functional group in chemistry architecture. In the Full Paper by D. Katayev et al. on page 12929 ff., a new methodology is described for the activation of N‐nitrosuccimide for the direct synthesis of β‐nitroalkenes, β‐nitrohydrins, β‐nitroethers, isoxazolines and isoxazoles. By using of cyclic voltammetry, photophysics, solid‐state characterization, and theoretical calculations strongly suggest a mesolytic N−N bond fragmentation liberates a nitryl radical. Furthermore, using in situ photo‐sensitized, electron paramagnetic resonance spectroscopy, clear evidence for a nitryl radical in solution by nitrone spin‐trapping was obtained.