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763381

XPhos Pd G3

Name: XPhos Pd G3
Brand: ALDRICH

98%, solid, 1:1 MTBE adduct

Synonym(s):

(2-Dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate, XPhos-G3-Palladacycle, XPhos-Pd-G3

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About This Item

Empirical Formula (Hill Notation):

C₄₆H₆₂NO₃PPdS

CAS Number:

1445085-55-1

Molecular Weight:

846.45

UNSPSC Code:

12161600

PubChem Substance ID:

329767048

NACRES:

NA.22

MDL number:

MFCD22666043

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Properties

Product Name

XPhos Pd G3, 98%, 1:1 MTBE adduct

Quality Segment

100

product line

Buchwald precatalyst Generation 3

assay

98%

form

solid

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

mp

146-151 °C (decomposition)

functional group

phosphine

SMILES string

CC(C1=CC(C(C)C)=C(C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4)C(C(C)C)=C1)C.NC5=C(C=CC=C5)C6=C(C=CC=C6)[Pd]OS(C)(=O)=O

InChI

1S/C33H49P.C12H10N.CH4O3S.Pd/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;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

NKKHABPORDUWIG-UHFFFAOYSA-M

Description

General description

XPhos 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. XPhos Pd G3 is an excellent reagent for Suzuki 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

XPhos Pd G3 may be used in the following reactions:

Cyanation reaction of heterocyclic halides.
Coupling of heteroaryl chlorides with polyfluoroaryl zinc reagents.
Coupling of 2,6-difluorophenylboronic acid with (hetero)aryl chlorides.

For small scale and high throughput uses, product is also available as ChemBeads (927783)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c