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697575

Sigma-Aldrich

(Acetonitrile)[(2-biphenyl)di-tert-butylphosphine]gold(I) hexafluoroantimonate

Synonym(s):

JohnPhos Au(MeCN)SbF6

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About This Item

Empirical Formula (Hill Notation):
C22H30AuF6NPSb
CAS Number:
866641-66-9
Molecular Weight:
772.17
MDL number:
MFCD11045449
UNSPSC Code:
12161600
PubChem Substance ID:
329761933
NACRES:
NA.22

form

solid

Quality Level

100

reaction suitability

core: gold
reagent type: catalyst

mp

198-203 °C (D)

SMILES string

[Au+].CC#N.F[Sb-](F)(F)(F)(F)F.CC(C)(C)P(c1ccccc1-c2ccccc2)C(C)(C)C

InChI

1S/C20H27P.C2H3N.Au.6FH.Sb/c1-19(2,3)21(20(4,5)6)18-15-11-10-14-17(18)16-12-8-7-9-13-16;1-2-3;;;;;;;;/h7-15H,1-6H3;1H3;;6*1H;/q;;+1;;;;;;;+5/p-6

InChI key

ADQOZROJMVWPRI-UHFFFAOYSA-H

General description

(Acetonitrile)[(2-biphenyl)di-tert-butylphosphine]gold(I) hexafluoroantimonate is a phosphine ligated gold(I) complex. It is used as a catalyst in a domino reaction to form C–C, C–N, and C–O bonds due to the ease with which it can activate C=C and C≡C bonds, thus allowing for unique rearrangements or reactions with various nucleophiles. Gold catalysis provides an excellent method to construct complex chemical architectures in a mild manner that would be difficult to achieve using other reaction paradigms.

Application

Gold Catalysts — 21st Century ′Gold Rush′

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302 + H332,H411

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL1883
SHBD7468V
SHBD4385V
SHBC6337V
SHBB7582V

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