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Issue 43, 2015
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Synthesis and stability of cyclic α-hydrogen nitroxides

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Abstract

Nitroxides (nitroxyl radicals) hold a unique place in science due to their stable radical nature. We have recently reported the first design concept providing a general solution to the problem of designing and preparing monocyclic α-hydrogen nitroxides. The initial studies were limited to aryl derivatives. We now report a wider study showing that alkyl substituents may be employed as well. In addition, we report several additional examples of aryl substituents and reveal some of the structural limitations with regard to nitroxide stability as a function of the α-carbon substituent.

Graphical abstract: Synthesis and stability of cyclic α-hydrogen nitroxides

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Publication details

The article was received on 15 Jul 2015, accepted on 20 Aug 2015 and first published on 24 Aug 2015


Article type: Paper
DOI: 10.1039/C5OB01443C
Citation: Org. Biomol. Chem., 2015,13, 10726-10733
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    Synthesis and stability of cyclic α-hydrogen nitroxides

    H. Toledo, M. Amar, S. Bar, M. A. Iron, N. Fridman, B. Tumanskii, L. J. W. Shimon, M. Botoshansky and A. M. Szpilman, Org. Biomol. Chem., 2015, 13, 10726
    DOI: 10.1039/C5OB01443C

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