Organotrifluoroborates as Coupling Partners in Suzuki-Miyaura Reactions

By: Aaron Thornton, Chemfiles Volume 11 Article 1

Suzuki-Miyaura cross-coupling reactions are some of the most common methods for the formation of C–C bonds in organic chemistry. The use of organotrifluoroborate salts as boronic acid surrogates has lead to significant advancement in the field of Suzuki-Miyaura reactions. Trifluoroborates exhibit excellent functional group tolerance and stability towards common reagents, in turn leading to a truly versatile class of reagents.1,2 Our platform of trifluoroborate salts is continually growing, with new product introductions occurring regularly.


Benefits of Organotrifluoroborates:


  • Stable tetracoordinate species
  • Less prone to protodeboronation
  • Air-and moisture-stable

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References

  1. Molander, G. A.; Ellis, N. Acc. Chem. Res. 2007, 40, 275.
  2. Molander, G. A.; Figueroa, R. Aldrichimica Acta 2005, 38, 49.

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