Tetra-P-phenyl-P,P'-pentanediyl-bis-phosphine oxide | 51145-33-6

• 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: Tetra-P-phenyl-P,P'-pentanediyl-bis-phosphine oxide
• 英文别名: pentane-1,5-diylbis(diphenylphosphine oxide)；1,5-bis(diphenylphosphinyl)pentane；Pentamethylen-bis-diphenylphosphinoxid；Tetra-P-phenyl-P,P'-pentandiyl-bis-phosphinoxid；1,5-Bis-diphenylphosphinoyl-pentan；Diphenyl[5-(diphenylphosphinyl)pentyl]phosphine oxide；[5-diphenylphosphorylpentyl(phenyl)phosphoryl]benzene
• CAS: 51145-33-6
• 化学式: C₂₉H₃₀O₂P₂
• 分子量: 472.504
• InChiKey: ZWKUOGFEEZDVKI-UHFFFAOYSA-N

物化性质

• 熔点：
  119-120 °C
• 沸点：
  326-327 °C(Press: 0.27 Torr)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸酐 、 Tetra-P-phenyl-P,P'-pentanediyl-bis-phosphine oxide 以 二氯甲烷-D2 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  与环状phospho酸酐脱水糖基化†

  摘要：

  由双膦氧化物和三氟甲磺酸酐生成的环状phospho酸酐显示为C1-半缩醛的脱水糖基化反应中的一般偶联剂。该反应方案的特征在于底物范围广且产率高，包括基于O-，C-，N-和S的亲核试剂与呋喃糖，吡喃糖和脱氧糖供体的反应。

  DOI：

  10.1039/c6ob01812b
• 作为产物：
  描述：

  二苯基磷酸 在 五氯化磷 作用下， 生成 Tetra-P-phenyl-P,P'-pentanediyl-bis-phosphine oxide
  参考文献：
  名称：

  794.二氧化膦。第一部分：一些具有四亚甲基，五亚甲基和六亚甲基桥的代表性二氧化膦

  摘要：

  DOI：

  10.1039/jr9590003950

文献信息

• Alcohol-based Michaelis–Arbuzov reaction: an efficient and environmentally-benign method for C–P(O) bond formation
  作者：Xiantao Ma、Qing Xu、Huan Li、Chenliang Su、Lei Yu、Xu Zhang、Hongen Cao、Li-Biao Han

  DOI：10.1039/c8gc00931g

  日期：——

  The famous Michaelis–Arbuzov reaction is extensively used both in the laboratory and industry to manufacture tons of widely-used organophosphoryl compounds every year. However, this method and the modified Michaelis–Arbuzov reactions developed recently still have some limitations. We now report a new alcohol-version of the Michaelis–Arbuzov reaction that can provide an efficient and environmentally-benign

  著名的米利斯-阿尔布佐夫（Michaelis-Arbuzov）反应每年在实验室和工业中得到广泛使用，以生产数吨广泛使用的有机磷酰基化合物。但是，该方法和最近开发的改进的Michaelis-Arbuzov反应仍然存在一些局限性。现在，我们报告迈克尔斯-阿布佐夫（Michaelis-Arbuzov）反应的一种新的酒精转化形式，它可以提供一种有效且对环境有益的方法来解决已知的迈克尔斯-阿布佐夫（Michaelis-Arbuzov）反应的问题。即，使用正丁基4，各种各样的醇可以容易地与亚磷酸酯，亚膦酸酯和次膦酸酯反应，生成所有三种磷酰基化合物（膦酸酯，次膦酸酯和氧化膦）。NI催化的高效C–P（O）键形成反应。这种通用方法也可以轻松按比例放大，并在一锅中用于进一步的合成转化。
• Evaluation of bifunctional chiral phosphine oxide catalysts for the asymmetric hydrosilylation of ketimines
  作者：Christopher J.A. Warner、Sian S. Berry、Simon Jones

  DOI：10.1016/j.tet.2019.130733

  日期：2019.12

  A series of bifunctional phosphine oxides have been prepared and evaluated as catalysts for the trichlorosilane mediated asymmetric hydrosilylation of ketimines. bis-Phosphine oxides, hydroxy-phosphine oxides, and biaryl phosphine oxides all demonstrated good catalytic activity, but poor to moderate enantioselectivity. A bis-P-chiral phosphine oxide displayed the highest enantioselectivity of 60%.

  已经制备了一系列双官能氧化膦，并评价了其为三氯硅烷介导的酮亚胺的不对称氢化硅烷化的催化剂。双膦氧化物，羟基膦氧化物和联芳基膦氧化物都表现出良好的催化活性，但是对映选择性差至中等。甲双- P -手性膦氧化物显示的60％的最高的对映选择性。
• Platzer, Nicole; Dardoise, Francois; Bergeret, Wilfrid, Phosphorus and Sulfur and the Related Elements, 1986, vol. 27, p. 275 - 284
  作者：Platzer, Nicole、Dardoise, Francois、Bergeret, Wilfrid、Gautier, Jean Claude、Raynal, Serge

  DOI：——

  日期：——
• Understanding the Structural Properties of a Homologous Series of Bis-diphenylphosphine Oxides
  作者：Patrizia Calcagno、Benson M. Kariuki、Simon J. Kitchin、James M. A. Robinson、Douglas Philp、Kenneth D. M. Harris

  DOI：10.1002/1521-3765(20000703)6:13<2338::aid-chem2338>3.0.co;2-n

  日期：2000.7.3

  A homologous series of bis-diphenylphosphine oxides (CH2)(2)PO(CH2)(n)PO(C6H5)(2) (with n = 2-8; denoted 2-8] have been investigated to explore the effects of a range of competing and cooperative intermolecular and intramolecular interactions on the structural properties in the solid state. The important factors influencing the structural properties include intramolecular aspects such as the conformation of the aliphatic chain and the intramolecular interaction between the two P=O dipoles in the molecule, and intermolecular aspects such as long-range electrostatic interactions (dominated by the arrangement of the P=O dipoles), C-H ... O interactions, C-H ...pi interactions and pi ...pi interactions. Compounds 3 and 5 could be crystallized only as solvate co-crystals (3.water and 5.(toluene)(2)], whereas the crystal structures of all the other compounds contain only the bis-diphenylphospkine oxide molecule. The crystal structures have been determined from single-crystal X-ray diffraction data, with the exception of 7 (which has been determined here from powder X-ray diffraction data) and 4 (which was known previously), The compounds with even n represent a systematic structural series, exhibiting characteristic, essentially linear P=O ... P=O ... P=O dipolar arrays, together with C-H ... O and C-H ...pi interactions. For the compounds with odd n, on the other hand, uniform structural behaviour is not observed across the series, although certain aspects of these crystal structures contribute in a general sense to our understanding of the structural properties of bis-diphenylphosphine oxides. Importantly, for the compounds with odd n, there is "frustration" with regard to the molecular conformation, as the preferred all-anti conformation of the aliphatic chain gives rise to an unfavourable parallel alignment of the two P=O dipoles within the molecule. Clearly the importance of avoiding a parallel alignment of the P=O dipoles becomes greater as n decreases. Local structural aspects (investigated by high-resolution solid-state P-31 NMR spectroscopy) and thermal properties of the bis-diphenylphosphine oxide materials are also reported.
• 794. Diphosphine dioxides. Part I. Some representative diphosphine dioxides with a tetra-, penta-, and hexa-methylene bridge
  作者：Gennady M. Kosolapoff、Robert F. Struck

  DOI：10.1039/jr9590003950

  日期：——