Trityl-based alkoxyamines as NMP controllers and spin-labelsReport as inadecuate




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1 ICR - Institut de Chimie Radicalaire 2 RAS, SB, NN - Vorozhtsov Novosibirsk Institute of Organic Chemistry

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.

Keywords : FRAGMENT EPR RATE-CONSTANT ON BOND HOMOLYSIS NITROXIDE-MEDIATED POLYMERIZATION DYNAMIC NUCLEAR-POLARIZATION RADICAL POLYMERIZATION LABILE ALKOXYAMINES OXYGEN SENSITIVITY





Author: Gérard Audran - Elena Bagryanskaya, - Paul Brémond - Mariya Edeleva - Marque S.R.A. - Dimitri Parkhomenko - Olga Rogozhnikova,

Source: https://hal.archives-ouvertes.fr/



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