Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

763233

Sigma-Aldrich

[2-(Dicyclohexylphosphino)-3,6-dimethoxy-2′,4′,6′-triisopropyl-1,1′-biphenyl]gold(I) bis(trifluoromethanesulfonyl)imide

Synonym(s):

BrettPhos AuNTf2

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C37H53AuF6NO6PS2
CAS Number:
1296269-97-0
Molecular Weight:
1013.88
MDL number:
MFCD22572681
UNSPSC Code:
12161600
PubChem Substance ID:
329767037
NACRES:
NA.22

form

solid

reaction suitability

core: gold
reaction type: Cross Couplings
reagent type: catalyst

mp

192-209 °C (decomposition)

SMILES string

FC(F)(F)S(=O)(=O)N([Au])S(=O)(=O)C(F)(F)F.COc1ccc(OC)c(c1P(C2CCCCC2)C3CCCCC3)-c4c(cc(cc4C(C)C)C(C)C)C(C)C

InChI

1S/C35H53O2P.C2F6NO4S2.Au/c1-23(2)26-21-29(24(3)4)33(30(22-26)25(5)6)34-31(36-7)19-20-32(37-8)35(34)38(27-15-11-9-12-16-27)28-17-13-10-14-18-28;3-1(4,5)14(10,11)9-15(12,13)2(6,7)8;/h19-25,27-28H,9-18H2,1-8H3;;/q;-1;+1

InChI key

SMTGSBLIUQSWAP-UHFFFAOYSA-N

Related Categories

Application

Bulky gold pi-acid catalyst used in oxidative cyclization reactions.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Youliang Wang et al.
Angewandte Chemie (International ed. in English), 52(30), 7795-7799 (2013-06-22)
Golden aryne? Gold aryne complexes are inferred as transition states in dual gold-catalyzed cyclizations of cis-enediynes (see scheme; DCE = 1,2-dichloroethane). They are better described as ortho-aurophenyl cations, which react with weak nucleophiles and undergo facile intramolecular insertions into C(sp(3))-H

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service