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665142 Sigma-Aldrich

Tris(triphenylphosphinegold)oxonium tetrafluoroborate

Synonym: Oxotris((triphenylphosphine)gold) tetrafluoroborate, Oxotris(triphenylphosphine)trigold tetrafluoroborate, Tris[(triphenylphosphino)aurio(I)]oxonium tetrafluoroborate

  • CAS Number 53317-87-6

  • Empirical Formula (Hill Notation) C54H45P3OAu3BF4

  • Molecular Weight 1480.56

  •  MDL number MFCD06658141

  •  PubChem Substance ID 24884716

  •  NACRES NA.22



Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Gold Catalysts, Gold Complexes
Quality Level   100
reaction suitability   core: gold
  reagent type: catalyst
SMILES string   [Au][O+]([Au])[Au].F[B-](F)(F)F.c1ccc(cc1)P(c2ccccc2)c3ccccc3.c4ccc(cc4)P(c5ccccc5)c6ccccc6.c7ccc(cc7)P(c8ccccc8)c9ccccc9
InChI   1S/3C18H15P.3Au.BF4.O/c3*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;;2-1(3,4)5;/h3*1-15H;;;;;/q;;;;;;-1;+1



Gold Catalysts — 21st Century ′Gold Rush′

Used in a variety of gold catalyzed reactions including propargyl Claisen rearrangements.


1 g in glass bottle

250 mg in glass bottle

Safety & Documentation

Safety Information

GHS07  GHS07
Signal word 
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles


DuPhos and BPE Phospholane Ligands

Asymmetric hydrogenation reactions represent the ideal process for the commercial manufacture of single-enantiomer compounds, because of the ease by which these robust procedures can be scaled up and...
Aldrich ChemFiles 2006, 6.8, 3.
Keywords: Addition reactions, Alkylations, Allylborations, Amidations, Aminations, Asymmetric catalysis, Asymmetric synthesis, Building blocks, Catalysis, Chemfiles, Crotylborations, Cycloadditions, Electronics, Hydrogenations, Ligands, Purification, Reductions, Reductive aminations, transformation

Fluorinating Reagents

The importance of selectively fluorinating compounds in medicinal chemistry, biology, and organic synthesis is well appreciated and provides a major impetus to the discovery of new and mild fluorinat...
Aldrich ChemFiles 2006, 6.2, 5.
Keywords: Fluorinations, Medicinal chemistry, Metathesis, Organic synthesis

Gold Catalysis - Aldrich ChemFiles 2007, 7.5, 10.

Gold catalysis is playing an increasing role in organic synthesis for the facile construction of complex architectures not readily accessed by standard methods. Gold catalysts mediate unique C–C, C–O...
Aldrich ChemFiles 2007, 7.5, 10.
Keywords: Catalysis, Chemfiles, Enyne rearrangements, Heterocycle formation, Isomerizations, Methods, Organic synthesis, Rearrangements

Propargyl Claisen Rearrangement | Aldrich ChemFiles 2009, 9.5, 8.

In 2004, Toste and coworkers reported the use of the gold catalyst [(Ph3PAu)3O]BF4 which provides access to a variety of homoallenic alcohols via a rapid two-step, one-pot sequence of a Claisen rearr...
William Sommer
Aldrich ChemFiles 2009, 9.5, 8.
Keywords: Chemfiles, Claisen rearrangement, Rearrangements, Reductions, Substitutions, transformation

Related Content

Gold Catalyst in Chemical Synthesis

Introduction Hashmi, Toste, Echavarren, and Haruta, among others, have fueled the advance of gold into the forefront of transition metal catalysis.1,2 Phosphine ligated gold(I) complexes have risen a...
Keywords: Asymmetric synthesis, Building blocks, Catalysis, Claisen rearrangement, Conia-Ene Reaction, Cyclizations, Cycloadditions, Cycloisomerizations, Cyclopropanations, Deprotonations, Ene reaction, Hydroaminations, Hydrogenations, Isomerizations, Ligands, Rautenstrauch rearrangements, Rearrangements, Reductions, Schmidt Reaction, Substitutions

Peer-Reviewed Papers


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