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761605

BrettPhos Pd G3

Name: BrettPhos Pd G3
Brand: ALDRICH

98%, solid

Synonym(s):

[(2-Di-cyclohexylphosphino-3,6-dimethoxy-2′,4′,6′- triisopropyl-1,1′-biphenyl)-2-(2′-amino-1,1′ -biphenyl)]palladium(II) methanesulfonate methanesulfonate

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About This Item

Empirical Formula (Hill Notation):

C₄₈H₆₆NO₅PPdS

CAS Number:

1470372-59-8

Molecular Weight:

906.50

UNSPSC Code:

12352300

PubChem Substance ID:

329766562

NACRES:

NA.22

MDL number:

MFCD22572666

Assay:

98%

Form:

solid

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Properties

Product Name

BrettPhos Pd G3, 98%

Quality Level

100

product line

Buchwald precatalyst Generation 3

assay

98%

form

solid

feature

generation 3

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: catalyst
core: palladium
reaction type: Cross Couplings

mp

150-193 °C (decomposition)

functional group

amine

SMILES string

CS(=O)(O[Pd]c1c(c2c(N)cccc2)cccc1)=O.COc3c(P(C4CCCCC4)C5CCCCC5)c(c6c(C(C)C)cc(C(C)C)cc6C(C)C)c(OC)cc3

InChI

1S/C35H53O2P.C12H10N.CH4O3S.Pd/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;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h19-25,27-28H,9-18H2,1-8H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

PQYBJDCHLVJYSD-UHFFFAOYSA-M

Description

General description

BrettPhos 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. BrettPhos Pd G3 is an excellent reagent for Buchwald-Hartwig cross-coupling reaction. 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

BrettPhos Pd G3 may be used for the C-N coupling reaction between monosubstituted ureas and 1,2 dihaloaromatic system to form benzimidazolones.
It may be used in the synthesis of following compounds:

[Pd(cinnamyl)(BrettPhos)]OTf by reacting with [(cinnamyl)PdCl]₂and AgOTf.
[Pd(crotyl)(BrettPhos)]OTf by reacting with [(crotyl)PdCl]₂ and AgOTf.
[Pd(allyl)(BrettPhos)]OTf by reacting with [(allyl)PdCl]2 and AgOTf.
Pd(allyl)(BrettPhos)Clby reacting with [(allyl)PdCl]₂.

For small scale and high throughput uses, product is also available as ChemBeads (928321)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Global Trade Item Number

SKU	GTIN
761605-10G	04061832970646
761605-5G	04061832918457
761605-1G	04061832918440
761605-250MG	04061832970653