[(PhNH)PNPh]3 | 79957-32-7

• 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: [(PhNH)PNPh]3
• 英文别名: 4-N-dianilinophosphanyl-2-N,4-N,1,3-tetraphenyl-1,3,2,4-diazadiphosphetidine-2,4-diamine
• CAS: 79957-32-7；106864-77-1
• 化学式: C₃₆H₃₃N₆P₃
• 分子量: 642.62
• InChiKey: FKRCKRQDGIZRNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  45
• 可旋转键数：
  11
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(PhNH)PNPh]3 以 甲苯 为溶剂， 生成 2.4-Dianilino-1.3-diphenyl-[1.3.2.4]diazadiphosphetidin
  参考文献：
  名称：

  Synthesis of [(C6H5NH)PNC6H5]3: a participant in a phosphorus(III)-nitrogen compound trimer-dimer interconversion reaction

  摘要：

  DOI：

  10.1021/ja00412a051
• 作为产物：
  描述：

  苯胺 在 三氯化磷 作用下， 以 二氯甲烷 为溶剂， 生成 [(PhNH)PNPh]3
  参考文献：
  名称：

  1,3,2,4-Diazadiphosphetidines as Ligand and Base for Palladium-Catalyzed Suzuki–Miyaura, Sonogashira–Hagihara, and Homocoupling Reactions of Aryl Halides under Heterogeneous Conditions in Water

  摘要：

  1,3,2,4-二氮二膦烷作为一种易于制备、廉价且空气稳定的含磷(III)配体，成功用于通过铃木-宫浦、园田-萩原以及芳基碘化物、溴化物和氯化物的均聚反应高效形成C–C键。这些反应在回流水中异相进行，而这些配体中的氮原子作为碱起作用，从而无需额外添加内部碱。该配体及其Pd(0)络合物可以通过过滤轻松分离，且可重复使用多个反应。

  DOI：

  10.1246/bcsj.20090299

文献信息

• Suzuki–Miyaura cross-coupling reactions in water using in situ generated palladium(II)–phosphazane complexes
  作者：Mojtaba Amini、Abbas Tarassoli、Saeed Yousefi、Sepideh Delsouz-Hafshejani、Mina Bigdeli、Mahnaz Salehifar

  DOI：10.1016/j.cclet.2013.10.002

  日期：2014.1

  phosphazane derivatives (L1–3) were readily obtained by reaction of different ratios of PCl3 and PhNH2. The L1–3 derivatives were found to be efficient ligands in the palladium-catalyzed Suzuki CC coupling reactions in water. It was determined that with the use of L1–3/Pd(OAc)2 system as a catalyst, aryl halides undergo Suzuki cross-couplings with arylboronic acids to give the desired products in moderate

  通过不同比例的PCl 3和PhNH 2的反应可轻松获得磷氮烷衍生物（L 1-3）。的大号1-3衍生物被认为是在钯-催化的Suzuki偶联CC在水中反应有效配体。已确定，使用L 1-3 / Pd（OAc）2体系作为催化剂，芳基卤化物会与芳基硼酸进行Suzuki交叉偶联，以中等至极好的收率得到所需的产物。
• 1,3,2,4-Diazadiphosphetidines as new P–N ligands for palladium-catalyzed Heck reaction in water
  作者：Nasser Iranpoor、Habib Firouzabadi、Abbas Tarassoli、Masood Fereidoonnezhad

  DOI：10.1016/j.tet.2010.01.099

  日期：2010.3

  1,3,2,4-Diazadiphosphetidine-based phosphazane class have been used as a new generation of heterogeneous bidentate P(III) ligands containing nitrogen for base-free Pd(II) catalyzed C-C bond formation through Heck coupling reaction of aryl iodides, bromides and chlorides in water with styrene, n-butyl acrylate, 1-octene, and cyclohexene. The reactions occur heterogeneously in water and homogenously or partially heterogeneously in appropriate organic solvents. The ligand together with its Pd(O) complex is easily separated by filtration and reused for several runs. (C) 2010 Elsevier Ltd. All rights reserved.
• Tarassoli, Abbas; Chen, Haw-Jan; Thompson, Martin L., Inorganic Chemistry, 1986, vol. 25, # 23, p. 4152 - 4157
  作者：Tarassoli, Abbas、Chen, Haw-Jan、Thompson, Martin L.、Allured, Viloya S.、Haltiwanger, R. Curtis、Norman, Arlan D.

  DOI：——

  日期：——
• THOMPSON M. L.; TARASSOLI A.; HALTIWANGER R. C.; NORMAN A. D., INORG. CHEM., 26,(1987) N 5, 684-689
  作者：THOMPSON M. L.、 TARASSOLI A.、 HALTIWANGER R. C.、 NORMAN A. D.

  DOI：——

  日期：——
• 1,3,2,4-Diazadiphosphetidines as Ligand and Base for Palladium-Catalyzed Suzuki–Miyaura, Sonogashira–Hagihara, and Homocoupling Reactions of Aryl Halides under Heterogeneous Conditions in Water
  作者：Nasser Iranpoor、Habib Firouzabadi、Abbas Tarassoli、Masood Fereidoonnezhad

  DOI：10.1246/bcsj.20090299

  日期：2010.11.15

  1,3,2,4-Diazadiphosphetidines as easily prepared, cheap, and air-stable P(III) containing ligands are successfully used for the efficient C–C bond formation via Suzuki–Miyaura, Sonogashira–Hagihara, and homocoupling reactions of aryl iodides, bromides, and chlorides. The reactions occur heterogeneously in refluxing water and the nitrogen atoms in these ligands behave as base to exclude the need to add internally base. The ligand together with its Pd(0) complex is easily separated by filtration and reused for several runs.

  1,3,2,4-二氮二膦烷作为一种易于制备、廉价且空气稳定的含磷(III)配体，成功用于通过铃木-宫浦、园田-萩原以及芳基碘化物、溴化物和氯化物的均聚反应高效形成C–C键。这些反应在回流水中异相进行，而这些配体中的氮原子作为碱起作用，从而无需额外添加内部碱。该配体及其Pd(0)络合物可以通过过滤轻松分离，且可重复使用多个反应。