Trans ‐Bis(acetato)bis[ o ‐(di‐ o ‐tolylphosphino)benzyl]dipalladium( II ) ( Herrmann – Beller Catalyst )

Abstract

[172418-32-5] C46H46O4P2Pd2 (MW 937.64) InChI = 1S/2C21H20P.2C2H4O2.2Pd/c2*1-16-10-4-7-13-19(16)22(20-14-8-5-11-17(20)2)21-15-9-6-12-18(21)3;2*1-2(3)4;;/h2*4-15H,1H2,2-3H3;2*1H3,(H,3,4);;/q2*-1;;;2*+2/p-2 InChIKey = AQTSNKXEMWZOGA-UHFFFAOYSA-L (palladacycle used in Pd-catalyzed CC, CN, and CP cross-coupling reactions) Alternative Names: trans-di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium, Herrmann–Beller palladacycle, and Herrmann's catalyst. Physical Data: mp 229–231 °C.2 Solubility: soluble in most organic solvents. Form Supplied in: yellow powder; widely available. Analysis of Reagent Purity: NMR analysis. Preparative Methods: it is commercially available. Palladium(II) acetate (1.0 mmol) is dissolved in toluene (20 mL). Tris-o-tolylphosphine (1.3 mmol) is added and heated to 50 °C for 3 min and cooled to room temperature and stirred for an additional 45 min. After evaporation of solvent to a quarter, hexane (20 mL) is added to precipitate the yellow solid. Purification: filtration through a pad of Celite and recrystallization from toluene/hexane or dichloromethane/hexane. Handling, Storage, and Precautions: store in cool place. Keep container tightly closed in a dry and well-ventilated place. Air sensitive. Handle and store under inert gas.