bisimidazol-2-ylphenyl phosphane | 1318212-30-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bisimidazol-2-ylphenyl phosphane
• 英文别名: bis(imidazol-2-yl)phenyl phosphine；bis(1H-imidazol-2-yl)-phenylphosphane
• CAS: 1318212-30-4
• 化学式: C₁₂H₁₁N₄P
• 分子量: 242.22
• InChiKey: HLCNBOAJHBSOOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate 、 bisimidazol-2-ylphenyl phosphane 以 乙腈 为溶剂， 以90%的产率得到[CpRu(μ-κ2N,N:κ'1P-bis(imidazol-2-yl)phenyl phosphine)]2[PF6]2
  参考文献：
  名称：

  带有咪唑基PN配体的钌-钢琴凳配合物

  摘要：

  从前体复合物[CpRu（C 10 H 8）] PF 6，[CpRu（NCMe）3 ] PF 6和[ CpRu（PPh 3）2 Cl]。所用的PN配体是咪唑-2-基，-4-基和-5-基膦。 取决于配体和前体，观察到不同类型的配位模式。在polyimidazolyl PN的情况下配体这些都是κ 1个P -monodentate，κ 2 P，N - ，κ 2 N，N- -和κ 3 N，N，N- -螯合剂和μ-κ P：κ 2 N，N-桥接。的固态结构[CPRU（1A）2 CL]·H 2 O（5 。 ħ 2 O）和[{CPRU（μ-κ 2 -N，N- κ ' 1 -P -图2b）} 2 ] （C 6H 5 PO 3 H）2（C 6 H 5 PO 3 H 2）2也是确定的[{CpRu（2b）} 2 ]（PF 6）2的水解产物。2CH 3 CN（7b中。 2CH 3 CN）进行了测定（1A  =咪唑-2-

  DOI：

  10.1016/j.jorganchem.2011.10.006

文献信息

• Gold(I) Catalysts with Bifunctional P, N Ligands
  作者：Corinna Wetzel、Peter C. Kunz、Indre Thiel、Bernhard Spingler

  DOI：10.1021/ic2011259

  日期：2011.8.15

  A series of phosphanes with imidazolyl substituents were prepared as hemilabile PN ligands. The corresponding gold(I) complexes were tested as bifunctional catalysts in the Markovnikov hydration of 1-octyne, as well as in the synthesis of propargylamines by the three component coupling reaction of piperidine, benzaldehyde, and phenylacetylene. While the activity in the hydration of 1-octyne was low, the complexes are potent catalysts for the three component coupling reaction. In homogeneous solution the conversions to the respective propargylamine were considerably higher than under aqueous biphasic conditions. The connectivity of the imidazolyl substituents to the phosphorus atom, their substitution pattern, as well as the number of heteroaromatic substituents have pronounced effects on the catalytic activity of the corresponding gold(I) complexes. Furthermore, formation of polymetallic species with Au-2, Au-3, and Au-4 units has been observed and the solid-state structures of the compounds [(5)(2)Au3Cl2]Cl and [(3c)(2)Au4Cl2]Cl-2 (3c = tris(2-isopropylimidazol-4(5)-yl phosphane, 5 = 2-tert-butylimidazol-4(5)-yldiphenyl phosphane) were determined. The gold(I) complexes of imidazol-2-yl phosphane ligands proved to be a novel source for bis(NHC)gold(I) complexes (NHC = N-heterocyclic carbene).
• Cytotoxicity of ruthenium(II) piano-stool complexes with imidazole-based PN ligands
  作者：Wilhelm Huber、Philip Bröhler、Wim Wätjen、Walter Frank、Bernhard Spingler、Peter C. Kunz

  DOI：10.1016/j.jorganchem.2012.06.027

  日期：2012.10

  A series of p-cymene ruthenium(II) complexes with imidazol-2-yl phosphines as PN ligands was prepared. Depending on the number of imidazolyl substituents in the ligands Ph3-nP(im)(n) 1-3: n = 1-3, im imidazol-2-yl (a), 1-methylimidazol-2-yl (b)} different coordination modes were observed: kappa P, kappa N-2,N or kappa N-3,N,N. The complexes were tested for their cytotoxicity in different cancer cell lines. Most of the compounds were found to be non-toxic; The compounds [(p-cymene)Ru(1a)Cl-2] (4a) shows cytotoxicity towards A2780sens and Hct116 cells in the mM range but not in H4IIE cells. The cytotoxicity is decreased upon introduction of a methyl group as [(p-cymene)Ru(1b)Cl-2] (4b) shows only modest toxicities in the cell lines investigated. The kappa P compound [(p-cymene)Ru(2a)Cl-2] (5a) shows selective toxicity in H4IIE cells after 72 h whereas the kappa N-2, N compound [(p-cymene)Ru(2a) Cl] OTf (5a') showed no toxicity in the cell lines investigated which again. (C) 2012 Elsevier B. V. All rights reserved.
• Ruthenium piano-stool complexes bearing imidazole-based PN ligands
  作者：Peter C. Kunz、Indre Thiel、Anna Louisa Noffke、Guido J. Reiß、Fabian Mohr、Bernhard Spingler

  DOI：10.1016/j.jorganchem.2011.10.006

  日期：2012.1

  cyclopentadienyl ruthenium(II) with imidazole-based PN ligands have been synthesized starting from the precursor complexes [CpRu(C10H8)]PF6, [CpRu(NCMe)3]PF6 and [CpRu(PPh3)2Cl]. PN ligands used are imidazol-2-yl, -4-yl and -5-yl phosphines. Depending on the ligand and precursor different types of coordination modes were observed; in the case of polyimidazolyl PN ligands these were κ1P-monodentate, κ2P,N-, κ2N,N-

  从前体复合物[CpRu（C 10 H 8）] PF 6，[CpRu（NCMe）3 ] PF 6和[ CpRu（PPh 3）2 Cl]。所用的PN配体是咪唑-2-基，-4-基和-5-基膦。 取决于配体和前体，观察到不同类型的配位模式。在polyimidazolyl PN的情况下配体这些都是κ 1个P -monodentate，κ 2 P，N - ，κ 2 N，N- -和κ 3 N，N，N- -螯合剂和μ-κ P：κ 2 N，N-桥接。的固态结构[CPRU（1A）2 CL]·H 2 O（5 。 ħ 2 O）和[CPRU（μ-κ 2 -N，N- κ ' 1 -P -图2b）} 2 ] （C 6H 5 PO 3 H）2（C 6 H 5 PO 3 H 2）2也是确定的[CpRu（2b）} 2 ]（PF 6）2的水解产物。2CH 3 CN（7b中。 2CH 3 CN）进行了测定（1A  =咪唑-2-