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920460

Sigma-Aldrich

GPhos Pd G3

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About This Item

Empirical Formula (Hill Notation):
C48H66NO5PPdS
CAS Number:
2489525-82-6
Molecular Weight:
906.50
UNSPSC Code:
12161600
NACRES:
NA.22

form

powder

Quality Level

100

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

>300 °C

SMILES string

O=S(=O)([O-][Pd+2]1([C-]=2C=CC=CC2C=3C=CC=CC3[NH2]1)[P](C=4C(OC(C)(C)C)=CC=C(OC)C4C=5C(=CC=CC5C(C)C)C(C)C)(C6CCCCC6)C7CCCCC7)C

InChI

InChI=1S/C35H53O2P.C12H10N.CH4O3S.Pd/c1-24(2)28-20-15-21-29(25(3)4)32(28)33-30(36-8)22-23-31(37-35(5,6)7)34(33)38(26-16-11-9-12-17-26)27-18-13-10-14-19-27;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h15,20-27H,9-14,16-19H2,1-8H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;-1;;+2/p-1

InChI key

PLMOFCQYSAAMKA-UHFFFAOYSA-M

Application

GPhos Pd G3 is a third generation (G3) Buchwald palladium precatalyst for cross-coupling, demonstrating improved stability and reactivity from previous generations.

Learn more about G3 and G4 Buchwald Precatalysts

Other Notes

Development of an Aryl Amination Catalyst with Broad Scope Guided by Consideration of Catalyst Stability

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918008

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920479

GPhos Pd G4

922900

GPhos Pd G6 TES

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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

920460-50MG:
920460-250MG:
920460-VAR:
IND928-BULK:
IND928-VAR:
920460-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP1636

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Scott D McCann et al.
Journal of the American Chemical Society, 142(35), 15027-15037 (2020-08-14)
We have developed a new dialkylbiaryl monophosphine ligand, GPhos, that supports a palladium catalyst capable of promoting carbon-nitrogen cross-coupling reactions between a variety of primary amines and aryl halides; in many cases, these reactions can be carried out at room

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