phenylbis(1-pyrrolyl)phosphane | 54006-05-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: phenylbis(1-pyrrolyl)phosphane
• 英文别名: phenylbis(1-pyrrolyl)phosphine；Phenyl-di-(1-pyrryl)-phosphin；Phenyl-dipyrrolylphosphin；PPh(pyrrolyl)2；di(N-pyrrolyl)phenylphosphine；Phenyl-di(pyrrol-1-yl)phosphane
• CAS: 54006-05-2
• 化学式: C₁₄H₁₃N₂P
• 分子量: 240.244
• InChiKey: DQTDRLABDKHELV-UHFFFAOYSA-N

物化性质

• 沸点：
  388.5±25.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 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：
  9.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) 、 phenylbis(1-pyrrolyl)phosphane 以 四氢呋喃 为溶剂， 以50%的产率得到(η(5)-C5Me5)Ru(P(NC4H4)2C6H5)2Cl
  参考文献：
  名称：

  Li, Chunbang; Serron, Scafford; Nolan, Steven P., Organometallics, 1996, vol. 15, p. 4020 - 4029

  摘要：

  DOI：
• 作为产物：
  描述：

  吡咯 、 苯基二氯化磷 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以82%的产率得到phenylbis(1-pyrrolyl)phosphane
  参考文献：
  名称：

  Moloy, Kenneth G.; Petersen, Jeffrey L., Journal of the American Chemical Society, 1995, vol. 117, # 29, p. 7696 - 7710

  摘要：

  DOI：

文献信息

• Thermodynamics of Phosphine Coordination to the [PNP]Rh^I Fragment:  An Example of the Importance of Reorganization Energies in the Assessment of Metal−Ligand “Bond Strengths”
  作者：Jinkun Huang、Christopher M. Haar、Steven P. Nolan、William J. Marshall、Kenneth G. Moloy

  DOI：10.1021/ja974200v

  日期：1998.8.1

  thermodynamic analyses of metal-ligand bonding, especially in the presence of synergistic bonding involving sigma-donor, pi-donor, and pi-acceptor ligands, interacting through shared metal orbitals (electron push-pull). In such cases the interpretation of a metal-ligand bond dissociation enthalpy (D) as an intrinsic, universal, and transferable property of that bond (e.g., a ''bond strength") is an invalid proposition

  配合物 [RPNP]Rh(COE) ([RPNP] = N(SiMe2CH2PPh2)(2), N(SiMe2-(CH2PPr2)-Pr-i)(2); COE = 环辛烯) 与一系列膦的反应焓配体和 CO 已通过溶液量热法测量。测量的焓跨越范围约。40 大卡/摩尔。这些系统有利于强 pi 受体/弱 sigma 供体配体的协调，如 Delta H-rxn 中的趋势所示：CO 远大于 Ppyrl(3)' > Ppyrl(3) > PPhpyrl(2) > PPh(2) pyrl > PPh3。这种趋势与在另一个方形平面铑（I）中观察到的趋势完全相反；系统，反式 RhCl(CO)(PZ(3))(2)。除了 CO 外，所研究的配体是等排的，因此观察到的趋势本质上是电子的。对这些复合物（[RPNP]RhL，其中 R，L = Ph，PPh3；Ph，Ppyrl(3)；Ph，CO；Pr-i，PPh3；Pr-i
• Solution Thermochemical Study of Tertiary Phosphine Ligand Substitution Reactions in the Rh(acac)(CO)(PR₃) System
  作者：Scafford Serron、Jinkun Huang、Steven P. Nolan

  DOI：10.1021/om970766g

  日期：1998.2.1

  The enthalpies of reaction of Rh(acac)(CO)2 (1) with a series monodentate tertiary phosphine ligands, leading to the formation of Rh(acac)(CO)(PR3) complexes, have been measured by anaerobic solution calorimetry in CH2Cl2 at 30.0 °C. These reactions are rapid and quantitative. The measured reaction enthalpies span a range of 12 kcal/mol. The relative stability scale established is as follows:  PPh2(o-Tol)

  Rh（acac）（CO）2（1）与一系列单齿叔膦配体的反应焓，导致了Rh（acac）（CO）（PR 3）配合物的形成，已通过厌氧溶液量热法测定。 CH 2 Cl 2在30.0°C。这些反应是快速且定量的。测得的反应焓范围为12 kcal / mol。建立相对稳定规模如下：PPH 2（ø -Tol）
• Synthetic, Structural, and Solution Thermochemical Studies in the Dimethylbis(phosphine)platinum(II) System. Dichotomy between Structural and Thermodynamic Trends
  作者：Christopher M. Haar、Steven P. Nolan、William J. Marshall、Kenneth G. Moloy、Alfred Prock、Warren P. Giering

  DOI：10.1021/om9807001

  日期：1999.2.1

  not reflect the enthalpic stability scale and are more closely correlated to the electronic (χ) character of the phosphine ligands. The strength of the Pt−P interaction, as determined from these structural data, is greatest for phosphines with electron-withdrawing substituents, regardless of phosphine size or reaction enthalpy.

  配合物（COD）PTME的反应焓2（COD =η 4 -1,5-环辛二烯）具有广泛的一系列单齿膦的已经由溶液量热法测量。通过单晶X射线衍射确定了对于P ＝PEt 3，PMe 2 Ph，P（吡咯基）3和PCy 3的顺式-P 2 PtMe 2的分子结构。所得的P 2 PtMe 2配合物的相对稳定性受进入的膦的尺寸（锥角）的强烈影响，较大的锥角会导致热力学上较不稳定的配合物。晶体学和然而，31 P NMR数据未反映出焓稳定性标度，并且与膦配体的电子（χ）特征更紧密相关。由这些结构数据确定的Pt-P相互作用的强度对于具有吸电子取代基的膦是最大的，而与膦的大小或反应焓无关。
• Enthalpies of Reaction of [(<i>p</i>-cymene)OsCl₂]₂ with Monodentate Tertiary Phosphine Ligands. Importance of Steric and Electronic Ligand Factors in an Osmium(II) System
  作者：Jinkun Huang、Scafford Serron、Steven P. Nolan

  DOI：10.1021/om980345e

  日期：1998.8.1

  The enthalpies of reaction of [OsCl2(p-cymene)](2) (1) (p-cymene = eta(6)-CH3C6H4CH(CH3)(2)) with a series of monodentate phosphines (PR3), leading to the formation of OsCl2(p-cymene)(PR3) complexes, have been measured by anaerobic calorimetry in CH2Cl2 at 30 degrees C. These reactions are rapid and quantitative. The overall relative order of stability established is as follows: PPh(NC4H4)(2) < P(NC4H4)(3) < P(p-CF3C6H4)(3) < PPh2(NC4H4) < PPh3 < P(p-ClC6H4)(3) < P(p-CH3C6H4)(3) < P(p-FC6H4)(3) < PCy3 < PBz(3) < (PPr3)-Pr-i < P(p-CH3OC6H4)(3) < P(NC4H8)(3) < PPh2Me < PPhMe2 < PEt3 < PMe3. A quantitative analysis of ligand effects for the present data helps clarify the exact steric versus electronic ligand contributions to the enthalpy of reaction in this system. Both steric and electronic factors appear to play an important role in dictating the magnitude of the enthalpy of reaction. The data are compared to the previously studied RuCl2(p-cymene)(PR3) system.
• Synthesis of Pyrrolyl-, Indolyl-, and Carbazolylphosphanes and Their Catalytic Application as Ligands in the Hydroformylation of 2-Pentene
  作者：Ralf Jackstell、Holger Klein、Matthias Beller、Klaus-Diether Wiese、Dirk Röttger

  DOI：10.1002/1099-0690(200110)2001:20<3871::aid-ejoc3871>3.0.co;2-v

  日期：2001.10