Key Documents

763101

(Acetonitrile)[(2-di-tert-butylphosphino-3,4,5,6-tetramethyl)-2′,4′,6′-triisopropylbiphenyl]gold(I) hexafluoroantimonate

Name: (Acetonitrile)[(2-di-<I>tert</I>-butylphosphino-3,4,5,6-tetramethyl)-2′,4′,6′-triisopropylbiphenyl]gold(I) hexafluoroantimonate
Brand: ALDRICH

Synonym(s):

Me4-tert-butyl XPhos-AuMeCN SbF6

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About This Item

Empirical Formula (Hill Notation):

C₃₅H₅₆AuF₆NPSb

CAS Number:

1334547-72-6

Molecular Weight:

954.52

UNSPSC Code:

12352300

PubChem Substance ID:

329767029

MDL number:

MFCD22417229

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Properties

form

solid

reaction suitability

core: gold, reagent type: catalyst

impurities

<5% Chloroform

mp

200-217 °C (decomposition)

SMILES string

CC#[N+][Au].F[Sb-](F)(F)(F)(F)F.CC(C)c1cc(C(C)C)c(c(c1)C(C)C)-c2c(C)c(C)c(C)c(C)c2P(C(C)(C)C)C(C)(C)C

InChI

1S/C33H53P.C2H3N.Au.6FH.Sb/c1-19(2)26-17-27(20(3)4)30(28(18-26)21(5)6)29-24(9)22(7)23(8)25(10)31(29)34(32(11,12)13)33(14,15)16;1-2-3;;;;;;;;/h17-21H,1-16H3;1H3;;6*1H;/q;;+1;;;;;;;+5/p-6

InChI key

RYAHVCSWEWNLIW-UHFFFAOYSA-H

Description

Application

Effective gold catalyst for selective 6-endo dig carbocyclizations.

pictograms

GHS08

signalword

Warning

hcodes

H351,H361d,H373

pcodes

P201 - P308 + P313

Hazard Classifications

Carc. 2 - Repr. 2 - STOT RE 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number

SHBC3650

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Synthesis of fused carbocycles via a selective 6-endo dig gold(I)-catalyzed carbocyclization.

Francis Barabé et al.

Organic letters, 13(20), 5580-5583 (2011-09-16)

A gold-catalyzed synthesis of fused carbocycles via a regioselective 6-endo dig process is reported. The selectivity can be modulated by the steric and electronic properties of gold(I) complexes. The ligands can influence the pathway selectivity for the first bond formation