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  • 687510 - Chloro[2-dicyclohexyl(2′,4′,6′-trisopropylbiphenyl)phosphine]gold(I)

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687510 Sigma-Aldrich

Chloro[2-dicyclohexyl(2′,4′,6′-trisopropylbiphenyl)phosphine]gold(I)

Synonym: 2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl gold(I) chloride, XPhos AuCl

  • CAS Number 854045-94-6

  • Empirical Formula (Hill Notation) C33H49AuClP

  • Molecular Weight 709.14

  •  MDL number MFCD09842765

  •  PubChem Substance ID 329761134

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Gold Catalysts, Gold Complexes
Quality Level   100
reaction suitability   core: gold
  reagent type: catalyst
mp   243-250 °C
SMILES string   Cl[Au].CC(C)c1cc(C(C)C)c(c(c1)C(C)C)-c2ccccc2P(C3CCCCC3)C4CCCCC4
InChI   1S/C33H49P.Au.ClH/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28;;/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3;;1H/q;+1;/p-1
InChI key   AFVLNRJUCUDBHP-UHFFFAOYSA-M

Description

Application

Gold Catalysts — 21st Century ′Gold Rush′

Catalyst for:
• Michael addition and intramolecular hydroalkylation reactions
• Cascade cyclization of diynes
• Hydroarylation of allenes via a highly regioselective carbon-carbon bond formation producing six-membered rings
• Alkyne cyclizations in a Holey catalytic environment

Packaging

1 g in glass bottle

250 mg in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

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

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