Synonym: 2nd Generation XPhos Precatalyst; Chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II); X-Phos aminobiphenyl palladium chloride precatalyst; XPhos-Pd-G2
CAS Number: 1310584-14-5
Empirical Formula (Hill Notation): C45H59ClNPPd
Molecular Weight: 786.80
Linear Formula: C45H59ClNPPd
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 741825-500G
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| assay |
98% |
| feature |
generation 2 |
| form |
solid |
| functional group |
phosphine |
| InChI |
1S/2C33H49P.2C12H10N.2ClH.2Pd/c1-23(2)27-21-31(24(3)4)33(32(22-27)25(5)6)26-14-13-19-30(20-26)34(28-15-9-7-10-16-28)29-17-11-8-12-18-29;1-23(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;2*13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;;;;/h13-14,19-25,28-29H,7-12,15-18H2,1-6H3;13-14,19-25,27-28H,7-12,15-18H2,1-6H3;2*1-6,8-9H,13H2;2*1H;;/q;;;;;;2*+1/p-2 |
| InChI key |
HMRJFNBZAWHTGN-UHFFFAOYSA-L |
| mp |
202-210 °C |
| Quality Level |
100  |
| 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 |
| SMILES string |
Nc1ccccc1-c2ccccc2[Pd]Cl.Nc3ccccc3-c4ccccc4[Pd]Cl.CC(C)c5cc(C(C)C)c(-c6cccc(c6)P(C7CCCCC7)C8CCCCC8)c(c5)C(C)C.CC(C)c9cc(C(C)C)c(c(c9)C(C)C)-c%10ccccc%10P(C%11CCCCC%11)C%12CCCCC%12 |
| Application: |
2nd Generation Buchwald Precatalysts 
• Widely used for Suzuki-Miyaura cross-coupling reactions
|
| Application: |
XPhos Pd G2 was employed as catalyst in the following reactions:• Palladium-catalyzed Suzuki-Miyaura coupling reactions of potassium organotrifluoroborates and sulfamates. • Suzuki-Miyaura cross-coupling reactions of sensitive aryl and heteroarylboronic acids. • Synthesis of potassium Boc-protected secondary aminomethyltrifluoroborates, via Suzuki-Miyaura cross-coupling reaction. For small scale and high throughput uses, product is also available as ChemBeads (927775 ) |
| General description: |
XPhos Pd G2 is a bulky monodentate biaryl ligand. It is a Buchwald′s 2nd generation preformed catalyst. It undergoes rapid reductive elimination to form a reactive, monoligated Pd(0) species. |
| Packaging: |
1, 5, 10, 25, 100, 500 g in glass bottle |
| Packaging: |
250 mg in glass bottle |
| Hazard Codes |
Xi |
| Risk Statements |
36/37/38 |
| Safety Statements |
26 |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
98% |
| mp |
202-210 °C |
| UNSPSC |
12161600 |