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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

signalword

Warning

hcodes

H319,H335

Hazard Classifications

Eye Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)
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)

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