Issue 43, 2015

Synthesis and stability of cyclic α-hydrogen nitroxides

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

Supplementary files

Article information

Article type
Paper
Submitted
15 Jul 2015
Accepted
20 Aug 2015
First published
24 Aug 2015

Org. Biomol. Chem., 2015,13, 10726-10733

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements