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903027

QPhos Pd G3

powder

Synonym(s):

QPhos G3 Palladacycle, QPhos Palladacycle, [2′-(Amino-κN)[1,1′-biphenyl]-2-yl-κC][1′-[bis(1,1-dimethylethyl)phosphino]-1,2,3,4,5-pentaphenylferrocene](methanesulfonato-κO)palladium

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About This Item

Empirical Formula (Hill Notation):
C61H60FeNO3PPdS
CAS Number:
2021255-91-2
Molecular Weight:
1080.44
NACRES:
NA.22
UNSPSC Code:
12161600
MDL number:
MFCD12911997
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Product Name

QPhos Pd G3,

product line

Buchwald precatalyst Generation 3

form

powder

feature

generation 3

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: catalyst
reaction type: Cross Couplings

functional group

phosphine

SMILES string

O=S(=O)([O-][Pd+2]1([C-]=2C=CC=CC2C=3C=CC=CC3[NH2]1)[P](C(C)(C)C)(C(C)(C)C)[C-]45[CH]6=[CH]7[CH]8=[CH]4[Fe+2]7869%10%11%125C=%13(C=%14C=CC=CC%14)C%12(C=%15C=CC=CC%15)=C%11(C=%16C=CC=CC%16)[C-]%10(C=%17C=CC=CC%17)C%139C=%18C=CC=CC%18)C

InChI

InChI=1S/C35H25.C13H22P.C12H10N.CH4O3S.Fe.Pd/c1-6-16-26(17-7-1)31-32(27-18-8-2-9-19-27)34(29-22-12-4-13-23-29)35(30-24-14-5-15-25-30)33(31)28-20-10-3-11-21-28;1-12(2,3)14(13(4,5)6)11-9-7-8-10-11;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;;/h1-25H;7-10H,1-6H3;1-6,8-9H,13H2;1H3,(H,2,3,4);;/q3*-1;;2*+2/p-1

InChI key

NNVAEYGNFLUPRU-UHFFFAOYSA-M

General description

QPhos Pd G3 is a third generation (G3) Buchwald precatalyst. It is air, moisture and thermally-stable and is highly soluble in a wide range of common organic solvents. It has long life in solutions. QPhos Pd G3 is an excellent reagent for palladium catalyzed cross-coupling reactions. Some of its unique features include lower catalyst loadings, shorter reaction time, efficient formation of the active catalytic species and accurate control of ligand: palladium ratio.

Application

QPhos Pd G3 has been used as a precatalyst for the arylboration of isoprene with regioselectivity. It may also be used for a variety of aminination and etherifications of aryl halides.

Other Notes

Technology Spotlight: G3 and G4 Buchwald Precatalysts

Regioselective Arylboration of Isoprene and Its Derivatives by Pd/Cu Cooperative Catalysis

Synthesis of Complex Drug like Molecules by the Use of Highly Functionalized Bench-Stable Organozinc Reagents

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

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