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699616

Sigma-Aldrich

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

Synonym(s):

[Tris(2,4-di-tert-butylphenyl)phosphite]gold chloride

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About This Item

Empirical Formula (Hill Notation):
C42H63AuClO3P
CAS Number:
Molecular Weight:
879.34
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

form

powder

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

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

699616-BULK:
699616-VAR:
699616-500MG:


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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