Potassium phenyltrifluoroborate

• Catalog No.: L17568
• CAS Number: 153766-81-5
• M. F.: C6H5BF3K
• M. W.: 184.0084096
• Purity: 98%

SYNONYMS

• Title: 苯基三氟硼酸钾
• IUPAC name: potassium trifluoro(phenyl)boranuide
• IUPAC Traditional name: potassium trifluoro(phenyl)boranuide
• Synonyms: Benzenetrifluoroboric acid potassium salt; Phenyltrifluoroboric acid potassium salt

DATABASE IDS

• MDL Number: MFCD01318172
• CAS Number: 153766-81-5
• EC Number: 000-000-0
• Beilstein Number: 7782070

PROPERTIES

• Purity: 98%
• Melting Point: 296-301°C
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否

REFERENCES

• Treatment with TMS chloride in acetonitrile generates the Lewis acid phenylboron difluoride in situ, avoiding the need to handle boron trihalides: J. Org. Chem., 60, 3020 (1995).
• Aryltrifluoroborate salts are more nucleophilic than the corresponding arylboronic acids and undergo ligand-free Pd-catalyzed cross-coupling reactions with arenediazonium tetrafluoroborates to give good yields of biaryls: Tetrahedron Lett., 38, 4393 (1997); Eur. J. Org. Chem., 1875 (1999). Cross-coupling with aryl or heteroaryl halides and triflates, under ligand-free conditions, has subsequently been reported: Org. Lett., 4, 1867 (2002).
• Coupling with diaryliodonium salts has also been reported: Synth. Commun., 29, 2457 (1999). The method has been extended to the synthesis of benzophenones by carbonylative cross-coupling in the presence of CO: J. Chem. Res. (Synop.), 400 (1999).
• In the presence of Dicarbonyl(2,4-pentanedionato)rhodium(I), 39295, K aryl- and alkenyltrifluoroborates add to aldehydes and enones to give secondary alcohols and saturated ketones, respectively: Org. Lett., 1, 1683 (1999):
  
• Asymmetric Rh-catalyzed additions to enones in the presence of a chiral BINAP catalyst give the corresponding saturated ketones in high yield and ee: Eur. J. Org. Chem., 3552 (2002).