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Arylation of Sensitive 1-(Pyrrolidin-1-yl)-diazen-1-ium-diolate in Ionic Liquids

  1. Author:
    Velazquez, C. A.
    Lynn, G. M.
    Kumar, V.
    Keefer, L. K.
    Malhotra, S. V.

  2. Author Address

    [Kumar, Vineet; Malhotra, Sanjay V.] NCI, Lab Synthet Chem, SAIC Frederick Inc, DTP, Frederick, MD 21702 USA. [Velazquez, Carlos A.; Lynn, Geoffrey M.; Keefer, Larry K.] NCI, Chem Sect, Comparat Carcinogenesis Lab, Frederick, MD 21702 USA.;Malhotra, SV, NCI, Lab Synthet Chem, SAIC Frederick Inc, DTP, 1050 Boyles St, Frederick, MD 21702 USA.;malhotrasa@mail.nih.gov
    1. Year: 2010
    2. Date: Apr 7
  2. Journal: Synthetic Communications
    1. 40
    2. 9
    3. Pages: 1322-1332
  4. Type of Article: Article
  5. ISSN: 0039-7911
  1. Abstract:

    The purpose of this research was to investigate the stability and reactivity of 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate (PYRRO/NO) in dimethylformamide (DMF, as the reference solvent) and compare them to those obtained using different ionic liquids. The results of our experiments showed that PYRRO/NO is more stable (based on reactivity) in ionic liquid [EMIM][Ms] (with reaction yields up to 52%) than in DMF, that substitution products can be separated directly and quantitatively from the ionic liquid using a single flash-column separation, and that the ionic liquids can also be recovered and reused in a second iteration of the same reaction to achieve similar yields.

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External Sources

  1. View Full Text
  2. DOI: 10.1080/00397910903074079
  3. View record in Web of Science®
  4. WOS: 000277738400009

Library Notes

  1. Fiscal Year: FY2009-2010
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