XPHOS PD G2 (C005B-014237)

General description

XPhos Pd G2 is a bulky monodentate biaryl ligand. It is a Buchwald′s 2^nd generation preformed catalyst. It undergoes rapid reductive elimination to form a reactive, monoligated Pd(0) species.

Application

2nd Generation Buchwald Precatalysts

• Widely used for Suzuki-Miyaura cross-coupling reactions

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)

Molecular Weight: 786.80. Empirical Formula: C₄₅H₅₉ClNPPd. Quality Level: 100. Assay: 98%. form: solid. feature: generation 2. 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: 202-210 . °C. functional group: phosphine. 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. 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. Storage Class Code: 11 - Combustible Solids. WGK: WGK 3. Flash Point(F): Not applicable. Flash Point(C): Not applicable.