Jump to main content
Jump to site search

Issue 42, 2016
Previous Article Next Article

Trityl-based alkoxyamines as NMP controllers and spin-labels

Author affiliations

Abstract

Recently, new applications of trityl-nitroxide biradicals were proposed. In the present study, attachment of a trityl radical to alkoxyamines was performed for the first time. The rate constants kd of C–ON bond homolysis in these alkoxyamines were measured and found to be similar to those for alkoxyamines without a trityl moiety. The electron paramagnetic resonance (EPR) spectra of the products of alkoxyamine homolysis (trityl-TEMPO and trityl-SG1 biradicals) were recorded, and the corresponding exchange interactions were estimated. The decomposition of trityl-alkoxyamines showed more than an 80% yield of biradicals, meaning that the C–ON bond homolysis is the main reaction. The suitability of these labelled initiators/controllers for polymerisation was exemplified by means of a successful nitroxide-mediated polymerisation (NMP) of styrene. Thus, this is the first report of a spin-labelled alkoxyamine suitable for NMP.

Graphical abstract: Trityl-based alkoxyamines as NMP controllers and spin-labels

Back to tab navigation

Supplementary files

Article information


Submitted
27 Jul 2016
Accepted
24 Sep 2016
First published
12 Oct 2016

This article is Open Access

Polym. Chem., 2016,7, 6490-6499
Article type
Paper

Trityl-based alkoxyamines as NMP controllers and spin-labels

G. Audran, E. G. Bagryanskaya, P. Brémond, M. V. Edeleva, S. R. A. Marque, D. A. Parkhomenko, O. Yu. Rogozhnikova, V. M. Tormyshev, E. V. Tretyakov, D. V. Trukhin and S. I. Zhivetyeva, Polym. Chem., 2016, 7, 6490
DOI: 10.1039/C6PY01303A

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material and it is not used for commercial purposes.

Reproduced material should be attributed as follows:

  • For reproduction of material from NJC:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
  • For reproduction of material from PCCP:
    [Original citation] - Published by the PCCP Owner Societies.
  • For reproduction of material from PPS:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
  • For reproduction of material from all other RSC journals:
    [Original citation] - Published by The Royal Society of Chemistry.

Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.


Social activity

Search articles by author

Spotlight

Advertisements