763039

XantPhos Pd G3

95%

• Synonym(s): [(4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene)-2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate
• Empirical Formula (Hill Notation): C₅₂H₄₅NO₄P₂PdS
• CAS Number: 1445085-97-1
• Molecular Weight: 948.35
• MDL number: MFCD22572675
• UNSPSC Code: 12161600
• PubChem Substance ID: 329767021
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 95%
• 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: 164-167 °C (decomposition)
• functional group: phosphine
• SMILES string: CS(=O)(=O)O[Pd]c1ccccc1-c2ccccc2N.CC3(C)c4cccc(P(c5ccccc5)c6ccccc6)c4Oc7c(cccc37)P(c8ccccc8)c9ccccc9
• InChI: 1S/C39H32OP2.C12H10N.CH4O3S.Pd/c1-39(2)33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)40-38-34(39)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h3-28H,1-2H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1
• InChI key: AJVXPGQYAKUTGX-UHFFFAOYSA-M

Description

General description

XantPhos 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. XantPhos 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

XantPhos Pd G3 may be used in the following processes:

• Negishi cross-coupling reaction during the synthesis of palmerolides.
• Aminocarbonylation of heteroaryl bromides with carbon monoxide (CO) in the presence of triethylamine.
• Coupling between polyglycosyl thiols and aglycon halides by C-S bond formation.

For small scale and high throughput uses, product is also available as ChemBeads (932213)

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable