二苯基(2-吡啶基)膦

化合物

二苯基(2-吡啶基)膦是一種有機磷化合物,化學式為P(C6H5)2(2-C5H4N),它是最常用的單吡啶基膦配體。[1]其它單吡啶基膦配體(3位和4位)在文獻中相對不常見,但三吡啶基膦的研究較多,可和過渡金屬配位,並用於催化。二苯基(2-吡啶基)膦作為配體,可以以原子和金屬配位,或以磷、兩個原子雙齒配位。它和(II)的配合物可以將質子傳遞給金屬,用於均相催化[2]

二苯基(2-吡啶基)膦
Skeletal formula of diphenyl-2-pyridylphosphine
Space-filling model of the diphenyl-2-pyridylphosphine molecule
IUPAC名
2-(Diphenylphosphanyl)pyridine
別名 2-吡啶基二苯基膦
識別
CAS號 37943-90-1  checkY
PubChem 621893
ChemSpider 540361
SMILES
 
  • C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=N3
InChI
 
  • 1/C17H14NP/c1-3-9-15(10-4-1)19(16-11-5-2-6-12-16)17-13-7-8-14-18-17/h1-14H
InChIKey SVABQOITNJTVNJ-UHFFFAOYAU
性質
化學式 C17H14NP
摩爾質量 263.27 g·mol−1
外觀 白色晶體
熔點 85 °C(358 K)
沸點 163 °C(436 K)
危險性
主要危害 GHS07

Acute toxicity (oral, dermal, inhalation), category 4 Skin irritation, category 2 Eye irritation, category 2 Skin sensitization, category 1 Specific Target Organ Toxicity – Single exposure, category 3

若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

它可由2-鋰代吡啶和二苯基氯化膦反應製得。[3]

參考文獻 編輯

  1. ^ Kluwer, Alexander M.; Ahmad, Irshad; Reek, Joost N.H. Improved synthesis of monodentate and bidentate 2- and 3-pyridylphosphines. Tetrahedron Letters. 2007, 48 (17): 2999. doi:10.1016/j.tetlet.2007.02.127. 
  2. ^ Drent, E.; Arnoldy, P.; Budzelaar, P.H.M. Homogeneous catalysis by cationic palladium complexes. Precision catalysis in the carbonylation of alkynes. Journal of Organometallic Chemistry. 1994, 475: 57. doi:10.1016/0022-328X(94)84007-5. 
  3. ^ BrüCk, Andreas; Ruhland, Klaus. Investigation of the Dynamic Solution Behavior of Chloro(diene)rhodium(I) Phosphine Complexes with a Pendant Unsaturated Heterocycle at Phosphorus (2-pyridyl, 2-imidazyl; diene = COD, NBD). Organometallics. 2009, 28 (22): 6383. doi:10.1021/om900324a. 

延伸閱讀 編輯

  • Scrivanti, A.; Bertoldini, M.; Beghetto, V.; Matteoli, U.; Venzo, A. Protonation of palladium(II)-allyl and palladium(0)-olefin complexes containing 2-pyridyldiphenylphosphine. Journal of Organometallic Chemistry. 2009, 694: 131. doi:10.1016/j.jorganchem.2008.09.063.