2,3,4,5,6-Pentafluorobenzeneboronic acid is utilized in the palladium-catalyzed Suzuki reaction to synthesize several cross-coupled aromatic compounds, for example bis(pentafluorophenyl)-substituted thiophene and selenophene derivatives. It serves as an intermediate and raw material in pharmaceutical and chemical industry. It is also used in dyes and pigments. It can be used to prepare cyclic boronates of bifunctional compounds.
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Applications
2,3,4,5,6-Pentafluorobenzeneboronic acid is utilized in the palladium-catalyzed Suzuki reaction to synthesize several cross-coupled aromatic compounds, for example bis(pentafluorophenyl)-substituted thiophene and selenophene derivatives. It serves as an intermediate and raw material in pharmaceutical and chemical industry. It is also used in dyes and pigments. It can be used to prepare cyclic boronates of bifunctional compounds.
Solubility
Miscible with alcohols, acetonitrile and dichloromethane.
Notes
Moisture Sensitive. Store in cool and dry conditions in well sealed containers. Keep container tightly sealed.
RUO – Research Use Only
Conditions have been reported for successfully accomplishing the normally difficult Suzuki cross-coupling reactions of this boronic acid with aryl halides: Org. Lett., 7, 4915 (2005).
Melen, R. L. Applications of pentafluorophenyl boron reagents in the synthesis of heterocyclic and aromatic compounds. Chem. Commun. 2014, 50, 1161-1174.
Focante, F.; Mercandelli, P.; Sironi, A.; Resconi, L. Complexes of tris(pentafluorophenyl)boron with nitrogen-containing compounds: Synthesis, reactivity and metallocene activation. Coordin. Chem. Rev. 2006, 250 (1-2), 170-188.