二苯基(2-吡啶基)膦

化合物

二苯基(2-吡啶基)膦是一种有机磷化合物,化学式为P(C6H5)2(2-C5H4N),它是最常用的单吡啶基膦配体。[1]其它单吡啶基膦配体(3位和4位)在文献中相对不常见,但三吡啶基膦的研究较多,可和过渡金属配位,并用于催化。二苯基(2-吡啶基)膦作为配体,可以以原子和金属配位,或以磷、两个原子双齿配位。它和(II)的配合物可以将质子传递给金属,用于均相催化[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
别名 2-吡啶基二苯基膦
识别
CAS号 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
性质
化学式 C17H14NP
摩尔质量 263.27 g·mol−1
外观 白色晶体
熔点 85 °C(358 K)
沸点 163 °C(436 K)
危险性
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

若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

它可由2-锂代吡啶和二苯基氯化膦反应制得。[3]

参考文献

  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. 

延伸阅读

  • 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.