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Issue 42, 2016
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Trityl-based alkoxyamines as NMP controllers and spin-labels

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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

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The article was received on 27 Jul 2016, accepted on 24 Sep 2016 and first published on 12 Oct 2016

Article type: Paper
DOI: 10.1039/C6PY01303A
Citation: Polym. Chem., 2016,7, 6490-6499
  • Open access: Creative Commons BY-NC license
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    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

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