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691674

Sigma-Aldrich

2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl gold(I) bis(trifluoromethanesulfonyl)imide

Synonym(s):

XPhos AuNTf2

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About This Item

Empirical Formula (Hill Notation):
C35H49AuF6NO4PS2
CAS Number:
934506-10-2
Molecular Weight:
953.83
MDL number:
MFCD10567016
UNSPSC Code:
12161600
PubChem Substance ID:
329761428
NACRES:
NA.22

form

powder

reaction suitability

core: gold
reagent type: catalyst

SMILES string

FC(F)(F)S(=O)(=O)N([Au])S(=O)(=O)C(F)(F)F.CC(C)c1cc(C(C)C)c(c(c1)C(C)C)-c2ccccc2P(C3CCCCC3)C4CCCCC4

InChI

1S/C33H49P.C2F6NO4S2.Au/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28;3-1(4,5)14(10,11)9-15(12,13)2(6,7)8;/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3;;/q;-1;+1

InChI key

GMVGZINKTXAKDT-UHFFFAOYSA-N

Related Categories

Application

Gold Catalysts — 21st Century ′Gold Rush′

  • Catalyst for isomerization of allenyl carbinol esters, hydroxy- and methoxycyclization, cycloisomerisation of diynes

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319,H335

Hazard Classifications

Eye Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

691674-VAR:
691674-1G:
691674-BULK:
691674-250MG:

Certificates of Analysis (COA)

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An unusual access to medium sized cycloalkynes by a new gold(I)-catalysed cycloisomerisation of diynes.
Yann Odabachian et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(36), 8966-8970 (2009-08-04)
Andrea K Buzas et al.
Organic letters, 9(6), 985-988 (2007-02-14)
A study concerning the gold(I)-catalyzed rearrangement of diversely substituted allenyl carbinol esters into functionalized 1,3-butadien-2-ol esters is described. The mild conditions employed allow the efficient, rapid, and stereoselective synthesis of a variety of such compounds via a new 1,3-shift of
Gold(I)-catalyzed 5-endo hydroxy- and alkoxycyclization of 1,5-enynes: efficient access to functionalized cyclopentenes.
Andrea K Buzas et al.
Angewandte Chemie (International ed. in English), 46(7), 1141-1144 (2006-12-14)

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