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• W2135991607 abstract "[69861–71–8] C42H42P2Pd (MW 715.10)InChI = 1S/2C21H21P.Pd/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;/h2*4-15H,1-3H3;InChIKey = CUBIJGNGGJBNOC-UHFFFAOYSA-N(reagent used as a catalyst for a variety of transformations)Physical Data: dcalcd 1.345 g/cm3.Solubility: benzene, THF, toluene, CH2Cl2.Form Supplied in: yellow powder forming pale yellow prisms upon recrystallization.Analysis of Reagent Purity: 1H NMR (C6D6) δ 6.98 (m, 18H), 6.77 (m, 6H), 2.92 (s, 18H); 31P{1H} (C6D6) d −6.72 (s); IR (KBr) 3055 (m), 3004 (m), 2964 (m), 2926 (m), 2855 (w), 1587 (m), 1563 (w), 1465 (s), 1447 (s), 1377 (m), 1274 (m), 1206 (m), 1158 (m), 1125 (m), 1068 (m), 1031 (m), 1027 (s), 800 (m), 751 (s), 711 (s), 675 (w), 665 (m), 556 (s), 518 (s), 461 (s), 406 (s) cm−1.Preparative Methods: the first synthesis of [(o-MeC6H4)3P]2Pd involved reduction of [(o-MeC6H4)3P]2PdCl2 by alcohol in the presence of base.1 Unfortunately, this procedure resulted in low yields of the desired [(o-MeC6H4)3P]2Pd, which was also contaminated with black insoluble material and the starting [(o-MeC6H4)3P]2PdCl2. Due to the ineffectiveness of this procedure, Hartwig and coworkers developed a reliable preparatory method detailed below.2To 500 mg of “[Pd(DBA)2]” (0.87 mmol) suspended in 60 mL of benzene was added a solution of 2.10 g of tri-o-tolylphosphine (6.90 mmol) in 60 mL of benzene. The reaction mixture was stirred at room temperature for 20 h. The purple-brown solution was filtered and concentrated to dryness. The resulting orange-yellow precipitate was suspended in 150 mL of diethyl ether. This suspension was allowed to stand for 24 h at −30 °C to complete precipitate of the yellow, powdery [(o-MeC6H4)3P]2Pd (70–80%). Recrystallization of this compound was achieved in the presence of excess phosphine from a benzene/ether solvent mixture. However, crystalline material was also obtained directly from a filtered reaction medium after addition of ether. This procedure was slower than the above method for obtaining [(o-MeC6H4)3P]2Pd as a powder. Quantitative crystallization of the [(o-MeC6H4)3P]2Pd from the reaction medium can require standing for 2 weeks.Note: Not all reactions referenced in this review use the isolated Pd[P(o-Tol)3]2. Many reactions described generate this complex in situ.3 Please refer to the individual references for the experimental procedure.Handling, Storage, and Precautions: [(o-MeC6H4)3P]2Pd should be stored and handled under an inert atmosphere." @default.
• W2135991607 created "2016-06-24" @default.
• W2135991607 creator A5091831957 @default.
• W2135991607 date "2008-03-14" @default.
• W2135991607 modified "2023-09-24" @default.
• W2135991607 title "Bis[tri(o-tolyl)phosphine]palladium" @default.
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