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699616

Sigma-Aldrich

Chloro[tris(2,4-di-tert-butylphenyl)phosphite]gold

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Synonym(s):
[Tris(2,4-di-tert-butylphenyl)phosphite]gold chloride
Empirical Formula (Hill Notation):
C42H63AuClO3P
CAS Number:
915299-24-0
Molecular Weight:
879.34
MDL number:
MFCD11045473
UNSPSC Code:
12352300
PubChem Substance ID:
329762147
NACRES:
NA.22

form

powder

Quality Level

100

reaction suitability

core: gold
reagent type: catalyst

mp

200-202 °C

SMILES string

Cl[Au].CC(C)(C)c1ccc(OP(Oc2ccc(cc2C(C)(C)C)C(C)(C)C)Oc3ccc(cc3C(C)(C)C)C(C)(C)C)c(c1)C(C)(C)C

InChI

1S/C42H63O3P.Au.ClH/c1-37(2,3)28-19-22-34(31(25-28)40(10,11)12)43-46(44-35-23-20-29(38(4,5)6)26-32(35)41(13,14)15)45-36-24-21-30(39(7,8)9)27-33(36)42(16,17)18;;/h19-27H,1-18H3;;1H/q;+1;/p-1

InChI key

GCWCLHMEYZKZRO-UHFFFAOYSA-M

Related Categories

Application

Gold Catalysts — 21st Century ′Gold Rush′

  • Intermolecular addition of carbon nucleophiles to 1,5 and 1,6 enynes
Catalyst for:
  • [4C+2C] cycloadditions
  • Cis-selective single-cleavagte skeletal cycloisomerization
  • Diastereoselective Au-catalyzed intermolecular cyclopropanation
  • Elucidating the mechanism of "endocyclic" skeletal rearrangement of 1,6-enynes
  • Addition reactions

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Catelijne H M Amijs et al.
The Journal of organic chemistry, 73(19), 7721-7730 (2008-09-02)
Gold(I)-catalyzed addition of carbon nucleophiles to 1,6-enynes gives two different type of products by reaction at the cyclopropane or at the carbene carbons of the intermediate cyclopropyl gold carbenes. The 5-exo-dig cyclization is followed by most 1,6-enynes, although those bearing

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