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673951 Sigma-Aldrich

Tricyclopentylphosphine tetrafluoroborate

Green Alternative

95%

Synonym: Cyp3HBF4, PCyp3HBF4

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Properties

Related Categories 12 Principles Aligned Products, Basic Phosphine Ligands, Catalysis and Inorganic Chemistry, Chemical Synthesis, Cross-Coupling,
assay   95%
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
mp   246-264 °C
functional group   phosphine
reaction suitability   reaction type: Buchwald-Hartwig Cross Coupling Reaction
  reaction type: Heck Reaction
  reaction type: Hiyama Coupling
  reaction type: Negishi Coupling
  reaction type: Sonogashira Coupling
  reaction type: Stille Coupling
  reaction type: Suzuki-Miyaura Coupling
  reagent type: ligand
reaction type: Cross Couplings
SMILES string   F[B-](F)(F)F.C1CCC(C1)[PH+](C2CCCC2)C3CCCC3
InChI   1S/C15H27P.BF4/c1-2-8-13(7-1)16(14-9-3-4-10-14)15-11-5-6-12-15;2-1(3,4)5/h13-15H,1-12H2;/q;-1/p+1
InChI key   KTDMVANQORSVPI-UHFFFAOYSA-O

Description

General description

Sigma Life Science is committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for energy efficiency. Find details here.

Application

Catalyst for alkane C-H arylation from aryl chlorides

Ligand for ruthenium-catalyzed greener amide bond formation by dehydrogenative coupling of amines and alcohols.

Amide Synthesis from Alcohols and Amines by the Extrusion of Dihydrogen

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

Packaging

1 g in poly bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3261 8 / PGII
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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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

Protocols

Amide Bond & Catalytic Amide Bond Formation: Greener Methods

The amide bond is one of the most important linkages in organic chemistry and constitutes the key functional group in peptides, polymers, and many natural products and pharmaceuticals.  Amides are us...
Keywords: Amidations, Beckmann Rearrangement, Catalysis, Chromatography, Column chromatography, Ligands, Peptide synthesis, Pharmaceutical, Rearrangements, Schmidt Reaction, transformation

Bestmann-Ohira Reagent: Synthesis of Alkynes from Aldehydes Protocol

Acetylene chemistry has been and remains an important constituent element of molecular sciences. Its potential and widespread applications extend from organic synthesis through materials science to b...
Keywords: Bestmann-Ohira Reaction, Building blocks, Chromatography, Click chemistry, Eliminations, Evaporation, Materials Science, Metallations, Organic synthesis, Thin layer chromatography

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