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14221-01-3[Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc114221-01-3化学的特性Tetrakis(triphenylphosphine)palladium, commonly abbreviated as Pd(PPh₃)₄ or PdP₄, is a bright yellow crystalline solid that gradually darkens to brown upon exposure to air. It is sparingly soluble in saturated hydrocarbons but readily soluble in a variety of organic solvents, including chloroform (CHCl₃), dimethoxyethane (DME), tetrahydrofuran (THF), dimethylformamide (DMF), benzene, and toluene.
安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。
用途Pd(PPh3)4 はカップリング反応の触媒として広く用いられる。優れた反応例として溝呂木?ヘック反応や薗頭萩原反応、右田小杉スティル反応、鈴木宮浦反応が挙げられる。これらの反応は、芳香族ハロゲン化物の0価パラジウムへの酸化的付加により反応が始まる。
使用Tetrakis(triphenylphosphine)palladium(0) is widely used as a catalyst for palladium-catalyzed coupling reactions.
純化方法The palladium complex is recrystallised from EtOH. It should not be heated excessively as it dissociates to Pd(PPh3)3 and PdPh3 and then further to Pd(PPh3)2 and PPh3. It is also air sensitive as PPh3 is oxidized to PPh3O. It is stable only for short periods because on exposure to heat or air it turns from yellow to orange and dissociates in solution so the solutions should be used directly. However it can always be prepared freshly by mixing Pd(NO3)2 (2mmols) and PPh3(2mmols) in hot *C6H6 when vigorous evolution of nitric oxide occurs and a solid mass separates. This is collected and crystallised from EtOH. Its cryoscopic constant in *C6H6 (at 0.601g/20mL) corresponds to M 1156 [Malatesta & Angoletti J Chem Soc 1186 1957]. It is a useful catalyst for Suzuki coupling reactions [Trost Tetrahedron 33 2615 1977]. [Beilstein 16 IV 954.] This palladium catalyst bound to a polymer support (~0.06mmol/g) is also commercially available [cf Fenger & LeDrain Tetrahedron Lett 39 4287 1998]. [Beilstein 16 IV 954.]
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