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687510

Sigma-Aldrich

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C33H49AuClP
CAS Number:
Molecular Weight:
709.14
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

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

Application

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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