| Chemical Name | Tris(Pentafluorophenyl)Borane |
| MDL Number | MFCD00269813 |
| PubChem Substance ID | 87558752 |
| CAS Number | 1109-15-5 |
| Reaxys-RN | 2931347 |
| Merck Number | 9755 |
| Synonym |
Tris(perfluorophenyl)borane |
| Beilstein Registry Number | 2931347 |
| EC Number | 250-023-7 |
| Chemical Name Translation | 三(五氟苯基)硼烷 |
| LabNetwork Molecule ID | LN00145630 |
| InChI | InChI=1S/C18BF15/c20-4-1(5(21)11(27)16(32)10(4)26)19(2-6(22)12(28)17(33)13(29)7(2)23)3-8(24)14(30)18(34)15(31)9(3)25 |
| Canonical SMILES | FC1=C(B(C2=C(F)C(F)=C(F)C(F)=C2F)C3=C(F)C(F)=C(F)C(F)=C3F)C(F)=C(F)C(F)=C1F |
A useful component of Ziegler-Nattametallocene catalyst for polyolefins.
{ALFA} 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 -78o 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 Triethyl­silane, 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).
{ALF} 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
{ALFA} 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, 3801 (2002).
{SA} J. Am. Chem. Soc. 129 , 1880, (2007) 摘要
{SA} Merck 14 ,9755