697575

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

• Synonym(s): JohnPhos Au(MeCN)SbF₆
• 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

Properties

• 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

Description

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′

Safety Information

• pictograms: GHS07,GHS09
• signalword: Warning
• hcodes: H302 + H332,H411
• pcodes: P261 - P264 - P271 - P273 - P301 + P312 - P304 + P340 + P312
• Hazard Classifications: Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable