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Free Radical Research Communications Volume 19, 1993 - Issue sup1: Third International Symposium on Spin Trapping and Aminoxyl Radical Chemistry
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Original Article

β-Phosphorylated Five Membered Ring Nitroxides. Synthesis and EPR Study

L. Dembkowski Université de Provence, CNRS URA 1412, Radicaux Libres et Synthèse, case 521, Av. Escadrille Normandie-Niemen, 13397 Marseille Cedex 13, France
,
J. P. Finet Université de Provence, CNRS URA 1412, Radicaux Libres et Synthèse, case 521, Av. Escadrille Normandie-Niemen, 13397 Marseille Cedex 13, France
,
C. Fréjaville Université de Provence, CNRS URA 1412, Radicaux Libres et Synthèse, case 521, Av. Escadrille Normandie-Niemen, 13397 Marseille Cedex 13, France
,
F. Le Moigne Université de Provence, CNRS URA 1412, Radicaux Libres et Synthèse, case 521, Av. Escadrille Normandie-Niemen, 13397 Marseille Cedex 13, France
,
R. Maurin Université de Provence, CNRS URA 1412, Radicaux Libres et Synthèse, case 521, Av. Escadrille Normandie-Niemen, 13397 Marseille Cedex 13, France
,
A. Mercier Université de Provence, CNRS URA 1412, Radicaux Libres et Synthèse, case 521, Av. Escadrille Normandie-Niemen, 13397 Marseille Cedex 13, France
,
P. Pages Université de Provence, CNRS URA 1412, Radicaux Libres et Synthèse, case 521, Av. Escadrille Normandie-Niemen, 13397 Marseille Cedex 13, France
,
P. Stipa Université de Provence, CNRS URA 1412, Radicaux Libres et Synthèse, case 521, Av. Escadrille Normandie-Niemen, 13397 Marseille Cedex 13, France
&
P. Tordo Université de Provence, CNRS URA 1412, Radicaux Libres et Synthèse, case 521, Av. Escadrille Normandie-Niemen, 13397 Marseille Cedex 13, France
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Pages s23-s32 | Published online: 07 Jun 2011

Citations (20)

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Navjeet Kaur. (2018) Mercury-catalyzed synthesis of heterocycles. Synthetic Communications 48:21, pages 2715-2749.
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Valérie Roubaud, Christel Bliek, Robert Lauricella, Francis Vila, Didier Siri & Paul Tordo. (1996) CONFORMATIONAL ANALYSIS OF DIALKYL (2,5-DIALKYL PYRROLIDIN-2-YL)PHOSPHONATES AND DIETHYL(2,5,5-TRIMETHYL PYRROLIDIN-2-YL)PHOSPHONATE BY X-RAY ANALYSIS, NMR AND FORCE FIELD CALCULATIONS. Phosphorus, Sulfur, and Silicon and the Related Elements 112:1-4, pages 143-153.
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Valérie Roubaud, François Le Moigne, Anne Mercier & Paul Tordo. (1996) An Improved Reduction Procedure in the Synthesis of Substituted Pyrrolidines via An Aminomercuration/Reduction Sequence of Primary Alkenylamines. Synthetic Communications 26:8, pages 1507-1516.
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Valérie Roubaud, Fran¸ois Le Moigne, Anne Mercier & Paul Tordo. (1994) SYNTHESIS OF DIALKYL (PYRROLIDIN-2-YL)-PHOSPHONATES BY MERCURIC ACETATE PROMOTED CYCLIZATION OF α-AMINOALKENYLPHOSPHONATES. REGIO AND STEREOCHEMICAL ASPECTS. Phosphorus, Sulfur, and Silicon and the Related Elements 86:1-4, pages 39-54.
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Articles from other publishers (16)

Sumana Mandal, Raju D Chaudhari & Goutam Biswas. (2021) Advances in mercury(II)-salt-mediated cyclization reactions of unsaturated bonds. Beilstein Journal of Organic Chemistry 17, pages 2348-2376.
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Stefania Marano, Cristina Minnelli, Giovanna Mobbili, Emiliano Laudadio & Pierluigi Stipa. (2021) Synthesis and Evaluation of New Nitrone-Based Benzoxazinic Antioxidants. Synthesis and Evaluation of New Nitrone-Based Benzoxazinic Antioxidants.
Sophie Thétiot-Laurent, Gaëlle Gosset, Jean-Louis Clément, Mathieu Cassien, Anne Mercier, Didier Siri, Anouk Gaudel-Siri, Antal Rockenbauer, Marcel Culcasi & Sylvia Pietri. (2017) New Amino-Acid-Based β-Phosphorylated Nitroxides for Probing Acidic pH in Biological Systems by EPR Spectroscopy. ChemBioChem 18:3, pages 300-315.
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Gérard Audran, Lionel Bosco, Paul Brémond, Teddy Butscher, Jean-Michel Franconi, Kuanysh Kabitaev, Sylvain R. A. Marque, Philippe Mellet, Elodie Parzy, Maurice Santelli, Eric Thiaudière & Stéphane Viel. (2016) β-Phosphorus hyperfine coupling constant in nitroxides: 5. Solvent effect. RSC Advances 6:7, pages 5653-5670.
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Nolwenn Le Breton, Marlène Martinho, Kuanysh Kabytaev, Jérémie Topin, Elisabetta Mileo, David Blocquel, Johnny Habchi, Sonia Longhi, Antal Rockenbauer, Jérôme Golebiowski, Bruno Guigliarelli, Sylvain R. A. Marque & Valérie Belle. (2014) Diversification of EPR signatures in site directed spin labeling using a β-phosphorylated nitroxide. Physical Chemistry Chemical Physics 16:9, pages 4202.
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Florence Chalier, Jean-Louis Clément, Micaël Hardy, Paul Tordo & Antal Rockenbauer. (2014) ESR study of the spin adducts of three analogues of DEPMPO substituted at C 4 or C 3 . RSC Adv. 4:23, pages 11610-11623.
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Julien Maury, Laurence Feray, Samantha Bazin, Jean‐Louis Clément, Sylvain R. A. Marque, Didier Siri & Michèle P. Bertrand. (2011) Spin‐Trapping Evidence for the Formation of Alkyl, Alkoxyl, and Alkylperoxyl Radicals in the Reactions of Dialkylzincs with Oxygen. Chemistry – A European Journal 17:5, pages 1586-1595.
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Thomas E. Müller, Kai C. Hultzsch, Miguel Yus, Francisco Foubelo & Mizuki Tada. (2008) Hydroamination: Direct Addition of Amines to Alkenes and Alkynes. Chemical Reviews 108:9, pages 3795-3892.
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Céline Nsanzumuhire, Jean-Louis Clément, Olivier Ouari, Hakim Karoui, Jean-Pierre Finet & Paul Tordo. (2004) Synthesis of the cis diastereoisomer of 5-diethoxyphosphoryl-5-methyl-3-phenyl-1-pyrroline N-oxide (DEPMPPOc) and ESR study of its superoxide spin adduct. Tetrahedron Letters 45:34, pages 6385-6389.
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Sylvain Marque. (2003) Influence of the Nitroxide Structure on the Homolysis Rate Constant of Alkoxyamines:  A Taft−Ingold Analysis. The Journal of Organic Chemistry 68:20, pages 7582-7590.
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Antal Rockenbauer, Anouk Gaudel-Siri, Didier Siri, Yves Berchadsky, François Le Moigne, Gilles Olive & Paul Tordo. (2003) Large Phosphorus Hyperfine Coupling as a Sensitive Tool for Studying Molecular Dynamics:  ESR and Molecular Mechanics Studies of Ring Interconversion in the cis -2,5-Diphosphoryl-2,5-dimethyl-pyrrolidinoxyl Radical . The Journal of Physical Chemistry A 107:19, pages 3851-3857.
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Didier Siri, Anouk Gaudel-Siri & Paul Tordo. (2002) Conformational analysis of five-membered rings by molecular mechanics: application to nitroxides. Journal of Molecular Structure: THEOCHEM 582:1-3, pages 171-185.
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D. Lawrence Haire, Edward G. Janzen, Guoman Chen, Valerie J. Robinson & Ivan Hrvoic. (1999) New, stable β-phosphorus-labelled pyrrolidine nitroxides from nitrones for magnetometry: an ESR investigation. Magnetic Resonance in Chemistry 37:4, pages 251-258.
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Hakim Karoui, Céline Nsanzumuhire, François Le Moigne & Paul Tordo. (1999) Synthesis of a New Spin Trap:  2-(Diethoxyphosphoryl)-2-phenyl-3,4-dihydro-2 H -pyrrole 1-Oxide . The Journal of Organic Chemistry 64:5, pages 1471-1477.
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Corinne Mathieu, Anne Mercier, Darius Witt, Leszek Debmkowski & Paul Tordo. (1997) β-Phosphorylated Nitroxides in the Pyrrolidine Series: Reduction by Ascorbate. Free Radical Biology and Medicine 22:5, pages 803-806.
Crossref
S. Barbati, J. L. Clément, G. Olive, V. Roubaud, B. Tuccio & P. Tordo. 1997. Free Radicals in Biology and Environment. Free Radicals in Biology and Environment 39 47 .

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