Rigid Orthogonal Bis-TEMPO Biradicals with Improved Solubility for Dynamic Nuclear Polarization
Name
Swager_SI and Rigid orthogonal.pdf
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2.51 MB
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Checksum (MD5)
32ee39e64e1dbe11667a5120143ed762
Author(s)
Dane, Eric L.
Corzilius, Bjorn
Rizzato, Egon
Stocker, Pierre
Maly, Thorsten
Smith, Albert A.
Griffin, Robert Guy
Ouari, Olivier
Tordo, Paul
Swager, Timothy M
Date Issued
February 2012
Journal
Journal of Organic Chemistry
Publisher
American Chemical Society
Citation
Dane, Eric L. et al. “Rigid Orthogonal Bis-TEMPO Biradicals with Improved Solubility for Dynamic Nuclear Polarization.” The Journal of Organic Chemistry 77.4 (2012): 1789–1797. CrossRef. Web.
Version
Author's final manuscript
Abstract
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Francis Bitter Magnet Laboratory (Massachusetts Institute of Technology)
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Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
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DOI of Published Version
https://doi.org/10.1021/jo202349j
