Rigid Orthogonal Bis-TEMPO Biradicals with Improved Solubility for Dynamic Nuclear Polarization
| Autor: | Olivier Ouari, Egon Rizzato, Eric L. Dane, Albert A. Smith, Thorsten Maly, Paul Tordo, Timothy M. Swager, Pierre Stocker, Björn Corzilius, Robert G. Griffin |
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| Přispěvatelé: | Institut de Chimie Radicalaire (ICR), Aix Marseille Université (AMU)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire Chimie Provence (LCP), Centre National de la Recherche Scientifique (CNRS)-Université de Provence - Aix-Marseille 1-Institut de Chimie du CNRS (INC), Université de Provence - Aix-Marseille 1-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
| Rok vydání: | 2012 |
| Předmět: |
Magnetic Resonance Spectroscopy
Radical chemistry.chemical_element 010402 general chemistry Photochemistry 01 natural sciences Article Cyclic N-Oxides Oxidation state [CHIM]Chemical Sciences Solubility Improved solubility 010405 organic chemistry Chemistry Organic Chemistry Water Nuclear magnetic resonance spectroscopy Polarization (waves) Sulfur 0104 chemical sciences Sulfoxides Polar Spin Labels Oxidation-Reduction |
| Zdroj: | Journal of Organic Chemistry Journal of Organic Chemistry, American Chemical Society, 2012, 77 (4), pp.1789--1797. ⟨10.1021/jo202349j⟩ Journal of Organic Chemistry, 2012, 77 (4), pp.1789--1797. ⟨10.1021/jo202349j⟩ |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/jo202349j |
| Popis: | International audience; The synthesis and characterization of oxidized bis-thioketal-trispiro dinitroxide biradicals that orient the nitroxides in a rigid, approximately orthogonal geometry are reported. The biradicals show better performance as polarizing agents in dynamic nuclear polarization (DNP) NMR experiments as compared to biradicals lacking the constrained geometry. In addition, the biradicals display improved solubility in aqueous media due to the presence of polar sulfoxides. The results suggest that the orientation of the radicals is not dramatically affected by the oxidation state of the sulfur atoms in the biradical, and we conclude that a biradical polarizing agent containing a mixture of oxidation states can be used for improved solubility without a loss in performance. |
| Databáze: | OpenAIRE |
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