Accurate mass determination of organotrifluoroborates

  • Daniel E. Petrillo
  • Rakesh K. Kohli
  • Gary A. Molander
Short Communication


Exact mass measurements were obtained for a variety of potassium- and tetra-n-butylammonium organotrifluoroborates using commercially available organic sulfate salts as internal reference standards. Accuracies were determined within 5 ppm using a sector ESI mass spectrometer operating in the negative ionization mode.


Internal Reference Standard Exact Mass Measurement Cesium Iodide Ethyl Sulfate Sodium Ethyl 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


  1. 1.
    Pramanik, B. N.; Ganguly, A. K., Gross, M. L., Eds.; Applied Electrospray Mass Spectrometry; Marcel Dekker: New York, 2002.Google Scholar
  2. 2.
    Cody, R. B.; Tamura, J.; Musselman, B. D. Electrospray Ionization Magnetic-Sector Mass Spectrometry—Calibration, Resolution, and Accurate Mass Measurements. Anal. Chem. 1992, 64, 1561–1570.CrossRefGoogle Scholar
  3. 3.
    Hop, C. E. A. Generation of High Molecular Weight Cluster Ions by Electrospray Ionization: Implications for Mass Calibration. J. Mass Spectrom. 1996, 31, 1314–1316.CrossRefGoogle Scholar
  4. 4.
    Moini, M.; Jones, B. L.; Rogers, R. M.; Jiang, L. Sodium Trifluoroacetate as a Tune/Calibration Compound for Positive—and Negative—Ion Electrospray Ionization Mass Spectrometry in the Mass Range of 100–4000 Da. J. Am. Soc. Mass Spectrom. 1998, 9, 977–980.CrossRefGoogle Scholar
  5. 5.
    Molander, G. A.; Figueroa, R. Organotrifluoroborates: Expanding Organoboron Chemistry. Aldrichim. Acta. 2005, 39, 49.Google Scholar
  6. 6.
    Clay, J. M.; Vedejs, E. Hydroboration with Pyridine Borane at Room Temperature. J. Am. Chem. Soc. 2005, 127, 5766–5767.CrossRefGoogle Scholar
  7. 7.
    Yuen, A. K. L.; Hutton, C. A. Deprotection of Pinacolyl Boronate Esters via Hydrolysis of Intermediate Potassium Trifluoroborates. Tetrahedron Lett. 2005, 46, 7899–7903.CrossRefGoogle Scholar
  8. 8.(a)
    Batey, R. A.; Thadani, A. N.; Smil, D. V. Potassium Alkenyl-and Aryltrifluoroborates: Stable and Efficient Agents for Rhodium-Catalyzed Addition to Aldehydes and Enones. Org. Lett. 1999, 1, 1683–1686.CrossRefGoogle Scholar
  9. 8.(b)
    Batey, R. A.; Quach, T. D. Synthesis and Cross-coupling Reactions of Tetra Alkylammonium Organotrifluoroborates. Tetrahedron Lett. 2001, 42, 9099–9103.CrossRefGoogle Scholar
  10. 8.(c)
    Thadani, A. N.; Batey, R. A. A Mild Protocol for Allylation and Highly Diastereoselective Syn or Anti Crotylation of Aldehydes in Biphasic and Aqueous Media Utilizing Potassium Allyl- and Crotyltrifluoroborates. Org. Lett. 2002, 4, 3827–3830.CrossRefGoogle Scholar

Copyright information

© American Society for Mass Spectrometry 2007

Authors and Affiliations

  • Daniel E. Petrillo
    • 1
  • Rakesh K. Kohli
    • 1
  • Gary A. Molander
    • 1
  1. 1.Roy and Diana Vagelos Laboratories, Department of ChemistryUniversity of PennsylvaniaPhiladelphiaUSA

Personalised recommendations