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254037

Sigma-Aldrich

Chloro(triphenylphosphine)gold(I)

≥99.9% trace metals basis

Synonyme(s) :

(Ph3P)AuCl, Triphenylphosphinegold(I) chloride

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About This Item

Formule linéaire :
[(C6H5)3P]AuCl
Numéro CAS:
14243-64-2
Poids moléculaire :
494.71
Numéro CE :
238-117-6
Numéro MDL:
MFCD00009588
Code UNSPSC :
12161600
ID de substance PubChem :
24855348
Nomenclature NACRES :
NA.22

Pureté

≥99.9% trace metals basis

Forme

solid

Pertinence de la réaction

core: gold
reagent type: catalyst

Chaîne SMILES 

Cl[Au].c1ccc(cc1)P(c2ccccc2)c3ccccc3

InChI

1S/C18H15P.Au.ClH/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;/h1-15H;;1H/q;+1;/p-1

Clé InChI

IFPWCRBNZXUWGC-UHFFFAOYSA-M

Catégories apparentées

Application

Gold Catalysts — 21st Century ′Gold Rush′
Catalyst employed in the cyclization of O-propargyl carbamates to alkylideneoxazolidinones via a 5-exo-digonal pathway at room temperature. Also catalyzes the cycloisomerization of enynes containing a cyclic olefin into highly-fused, polycyclic dienes at room temperature.
Reagent is used with cocatalytic halide abstraction agent to activate π-systems toward addition by heteroatom and carbon nucleophiles.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Ming Zhang et al.
Molecules (Basel, Switzerland), 17(3), 2812-2822 (2012-03-08)
An efficient method for the synthesis of β-enaminones and β-enaminoesters using a combination of [(PPh(3))AuCl]/AgOTf as catalyst has been developed. The reaction between 1,3-dicarbonyl compounds and primary amines was carried out under solvent-free conditions with low catalyst loading in good
Elena Barreiro et al.
Journal of inorganic biochemistry, 102(2), 184-192 (2007-09-18)
The reaction of triphenylphosphinegold(I) chloride in ethanol in a 1:1 molar ratio with the 3-(aryl)-2-sulfanylpropenoic acids H(2)xspa [x: p=3-phenyl-, Clp=3-(2-chlorophenyl)-, -o-mp=3-(2-methoxyphenyl)-, -p-mp=3-(4-methoxyphenyl)-, -o-hp=3-(2-hydroxyphenyl)-, -p-hp=3-(4-hydroxyphenyl)-, diBr-o-hp=3-(3,5-dibromo-2-hydroxyphenyl)-, f=3-(2-furyl)-, t=3-(2-thienyl)-, -o-py=3-(2-pyridyl)-; spa=2-sulfanylpropenoato] gave compounds of the type [Au(PPh(3))(Hxspa)], which were isolated and characterized
Sang Ick Lee et al.
The Journal of organic chemistry, 71(25), 9366-9372 (2006-12-02)
Gold(I)-catalyzed cyclization of enynes containing an olefinic cycle has been studied. The introduction of an olefinic ring instead of a terminal alkene in enynes dramatically increased the yield of the reaction. Enynes having an olefinic cycle were prepared by a
Leseurre, L. et al.
Organic Letters, 9 (2007)
Synlett, 3309-3309 (2006)
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