Tris(pentafluorophenyl)borane is used as an excellent activator component in homogeneous Ziegler-Natta chemistry. It is also used as a catalyst for reductions, alkylations, hydrometallation reactions and catalyzed aldol-type reactions. It is a useful Lewis acid and catalyzes hydrosilylation of aldehydes. Further, it is used in olefin polymerization catalysis. It serves as a reagent in the preparation of organometallic complexes. In addition to this, it is useful as polymerization catalysts and used to study the heterolytic cleavage of dihydrogen in associated with tri-tert-butylphosphine.
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Applications
Tris(pentafluorophenyl)borane is used as an excellent activator component in homogeneous Ziegler-Natta chemistry. It is also used as a catalyst for reductions, alkylations, hydrometallation reactions and catalyzed aldol-type reactions. It is a useful Lewis acid and catalyzes hydrosilylation of aldehydes. Further, it is used in olefin polymerization catalysis. It serves as a reagent in the preparation of organometallic complexes. In addition to this, it is useful as polymerization catalysts and used to study the heterolytic cleavage of dihydrogen in associated with tri-tert-butylphosphine.
Solubility
Soluble in hexane, chloroform, dichloromethane, toluene, and polar solvents.
Notes
Moisture sensitive. Incompatible with strong oxidizing agents and trimethylaluminum.
RUO – Research Use Only
General References:
- Air-stable, water-tolerant Lewis acid; for a review, see: Chem. Soc. Rev., 26, 345 (1997). Introduced by Yamamoto as a catalyst (2 mol%) for aldol condensations between silyl enol ethers and aldehydes under extremely mild conditions at temperatures between -78° and ambient. Also effective for Michael additions of silyl enol ethers with enones: Synlett, 577 (1993). Low-temperature condensation of ester enol silanes with imines provides a route to ß-amino esters: Synlett, 963 (1994). Superior catalyst to TBAF for O-silylation with trialkyl or triaryl silanes. Alcohols and phenols are silylated using 2-8 mol% catalyst, with secondary and tertiary alcohols reacting faster than primary: J. Org. Chem., 64, 4887 (1999). Effective catalyst for reduction with Triethyl silane, A10320 , of alcohols and ethers to alkyls: Tetrahedron Lett., 40, 8919 (1999). Catalyst for highly efficient hydrosilylation of olefins with silanes R3SiH: J. Org. Chem., 67, 1936 (2002).
- Catalyst for regioselective rearrangement of epoxides to carbonyl compounds: Synlett., 721 (1995), and efficient cleavage of epoxides with allyl and propargyl alcohols, amines and thiols: Tetrahedron Lett., 43, 381 (2002).
- Wang, Q.; Zheng, D.; McKinnon, M. E.; Yang, X. Q.; Qu, D. Kinetic investigation of catalytic disproportionation of superoxide ions in the non-aqueous electrolyte used in Li-air batteries. J. Power Sources 2015, 274, 1005-1008.
- Ren, X.; Li, G.; Wei, S.; Du, H. Facile Development of Chiral Alkenylboranes from Chiral Diynes for Asymmetric Hydrogenation of Silyl Enol Ethers. Org. Lett. 2015, 17 (4), 990-993.