• USA Home
  • 631493 - Tricyclohexylphosphine tetrafluoroborate

EMAIL THIS PAGE TO A FRIEND
631493 Sigma-Aldrich

Tricyclohexylphosphine tetrafluoroborate

97%

  • CAS Number 58656-04-5

  • Linear Formula (C6H11)3P · HBF4

  • Molecular Weight 368.24

  •  MDL number MFCD03840580

  •  PubChem Substance ID 24882425

  •  NACRES NA.22

Purchase

Properties

Related Categories Basic Phosphine Ligands, Catalysis and Inorganic Chemistry, Chemical Synthesis, Cross-Coupling, Phosphine Compounds,
assay   97%
mp   164 °C (lit.)
functional group   phosphine
reaction suitability   reaction type: Cross Couplings
  reagent type: ligand
reaction type: Arylations
  reagent type: ligand
reaction type: Sonogashira Coupling
  reagent type: ligand
reaction type: Stille Coupling
  reagent type: ligand
reaction type: Suzuki-Miyaura Coupling
SMILES string   F[B-](F)(F)F.[H][P+](C1CCCCC1)(C2CCCCC2)C3CCCCC3
InChI   1S/C18H33P.BF4/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;2-1(3,4)5/h16-18H,1-15H2;/q;-1/p+1
InChI key   MYSMMEUXKHJYKH-UHFFFAOYSA-O

Description

General description

Tricyclohexylphosphine tetrafluoroborate (PCy3·HBF4) is an inexpensive and air-stable phosphine ligand, commonly used in cross-coupling reactions.

Application

Tricyclohexylphosphine tetrafluoroborate may be used in the following processes:
• As a ligand for preparing C-homoaporphine alkaloids via microwave-assisted direct-arylation.
• To synthesize poly-[9,9-bis(3-propylamide-2-methylpropyl sulfonic acid) fluorene]-co-(4,4′-diphenyl) (PFDBSO3H), which can be employed as a template and doping agent for enhancing the conductivity of poly(3,4-ethylenedioxythiophene) (PEDOT) films.
• To improve the reactivity of palladium-catalyzed Suzuki-Miyaura cross-coupling reaction between MIDA boronates and less activated alkenyl tosylates.

Used with Ru(cod)Cl dimer to catalyze the dehydrogenative coupling of alcohols and amines to form amide bonds.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

Greener Methods: Catalytic Amide Bond Formation

Amide bonds are one of the most frequently utilized disconnections in organic synthesis. Methods to form this vital functionality are commonly superstoichiometric, leading to considerable waste in th...
Keywords: Amidations, Catalysis, Green chemistry, Organic synthesis, Pharmaceutical

Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?