Issue 9, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

Synthesis and use as spin-trap of 5-methyl-5-phosphono-1-pyrroline N-oxide (DHPMPO). pH Dependence of the EPR parameters of the spin adducts

Jean-Louis Clément,*a   Stéphane Barbati,a   Claudine Fréjaville,a   Antal Rockenbauerb  and  Paul Tordoa  

* Corresponding authors

a Laboratoire Structure et Réactivité des Espèces Paramagnétiques UMR 6517, CNRS-Universités d’Aix-Marseille I et III, Av. Esc. Normandie Niemen, Cédex 20, France
E-mail: tordo@srepir1.univ-mrs.fr
Tel: 33 491 632 851

b Chemical Research Center, Institute for Chemistry, H-1525 Budapest, Hungary

Abstract

5-Methyl-5-phosphono-1-pyrroline N-oxide (DHPMPO), the acid analogue of DEPMPO, is synthesized by hydrolysis of the diethoxyphosphoryl moiety of DEPMPO. A variety of carbon- and oxygen-centred radicals are trapped with DHPMPO and the corresponding EPR spectra are analysed. We investigate the influence of pH on the coupling-constant-values of DHPMPO-CH3 which behaves like a pH-sensitive probe. The two pKa-values (1.31 and 7.58) are obtained from the simultaneous calculation of ten EPR spectra recorded in the pH range 0.5–9, using new two-dimensional simulation software.

Graphical abstract: Synthesis and use as spin-trap of 5-methyl-5-phosphono-1-pyrroline N-oxide (DHPMPO). pH Dependence of the EPR parameters of the spin adducts

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Article information

DOI
https://doi.org/10.1039/B103830N
Article type
Paper
Submitted
27 Apr 2001
Accepted
12 Jun 2001
First published
23 Jul 2001

J. Chem. Soc., Perkin Trans. 2, 2001, 1471-1475

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Synthesis and use as spin-trap of 5-methyl-5-phosphono-1-pyrroline N-oxide (DHPMPO). pH Dependence of the EPR parameters of the spin adducts

J. Clément, S. Barbati, C. Fréjaville, A. Rockenbauer and P. Tordo, J. Chem. Soc., Perkin Trans. 2, 2001, 1471 DOI: 10.1039/B103830N

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