(4-nitrophenyl)diphenylphosphine oxide | 5032-71-3

• 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: (4-nitrophenyl)diphenylphosphine oxide
• 英文别名: p-nitrophenyldiphenylphosphine oxide；p-nitrophenyl diphenylphosphinoxide；Diphenyl-(4-nitro-phenyl)-phosphinoxid；(p-Nitrophenyl)-diphenylphosphinoxid；Phosphine oxide, (4-nitrophenyl)diphenyl-；1-diphenylphosphoryl-4-nitrobenzene
• CAS: 5032-71-3
• 化学式: C₁₈H₁₄NO₃P
• 分子量: 323.288
• InChiKey: YMBMSGSGBZSAGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 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：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三苯基膦 在 silver nitrate 作用下， 以 乙腈 为溶剂， 以15.6%的产率得到(4-nitrophenyl)diphenylphosphine oxide
  参考文献：
  名称：

  Fǎgǎdar-Cosma, Gheorghe; Fǎgǎdar-Cosma, Eugenia; Tǎranu, Ioan, Revue Roumaine de Chimie, 2005, vol. 50, # 4, p. 291 - 296

  摘要：

  DOI：

文献信息

• Palladium anchored on a covalent organic framework as a heterogeneous catalyst for phosphorylation of aryl bromides
  作者：Yu‐Xuan Chen、Shuo Zhang、Yu‐Jie Xue、Li‐Ping Mo、Zhan‐Hui Zhang

  DOI：10.1002/aoc.6480

  日期：2022.1

  A simple azine-linked covalent organic framework (COF) with high thermal and chemical stabilities has been prepared by using deep eutectic solvent (DES) as green media. The as-synthesized COF was employed as heterogeneous ligand for immobilization of PdII. The obtained Pd-supported COF nanoparticles catalyst (defined as Pd/TFPT-Azine-COF) was found to be an efficient heterogeneous catalyst for the

  以低共熔溶剂（DES）为绿色介质，制备了一种简单的具有高热稳定性和化学稳定性的吖嗪连接的共价有机骨架（COF）。合成后的 COF 用作固定 Pd II的非均相配体。发现所获得的 Pd 负载 COF 纳米颗粒催化剂（定义为 Pd/TFPT-Azine-COF）是一种高效的多相催化剂，用于芳基卤化物和亚磷酸二烷基酯或二苯基氧化膦的 Hirao 反应，具有优异的可回收性、可重复使用性和结晶度保持性.
• Cobalt catalysed, copper assisted C(sp²)–P cross coupling
  作者：Tubai Ghosh、Pintu Maity、Debasish Kundu、Brindaban C. Ranu

  DOI：10.1039/c6nj02247b

  日期：——

  An efficient C(sp²)–P cross coupling has been achieved using a Co/Cu catalytic system for access to vinyl and aryl phosphonates.

  一种高效的C(sp²)–P交叉偶联反应已经通过使用Co/Cu催化体系实现，以便获得乙烯基和芳基膦酸酯。
• Synthesis of Diphenyl(nitroaryl)phosphine Oxides via Oxidative Nucleophilic Substitution of Hydrogen in Nitroarenes with Diphenylphosphine Anion
  作者：Mieczysław Mąkosza、Maciej Paszewski、Daniel Sulikowski

  DOI：10.1055/s-0028-1087354

  日期：2008.12

  Potassium and sodium salts of diphenylphosphine add to nitroarenes in the position ortho and para to the nitro group. Subsequent oxidation of σ H -adducts with potassium permanganate gave diphenyl(nitroaryl)phosphine oxides.

  二苯基膦的钾盐和钠盐在硝基的邻位和对位加成到硝基芳烃上。随后用高锰酸钾氧化 σ H -加合物得到二苯基（硝基芳基）氧化膦。
• Electron Donor‐Acceptor Complex Initiated Photochemical Phosphorus Arylation with Diaryliodonium Salts toward the Synthesis of Phosphine Oxides
  作者：Dmitry I. Bugaenko、Alexander V. Karchava

  DOI：10.1002/adsc.202300351

  日期：2023.6.13

  blue light irradiation followed by oxidative P−N bond cleavage in the in situ generated amino phosphonium salts under hydrolytic conditions represent a method for the synthesis of substituted arylphosphine oxides, arylphosphinic and arylphosphonic amides respectively. The proposed approach is based on using visible light as the only promoter for the C−P bond formation, accommodates a variety of functional

  在蓝光照射下，氨基、二氨基和三氨基膦与芳基（异亚甲基）碘鎓三氟甲磺酸酯的芳基化，然后在水解条件下原位生成的氨基膦盐中氧化 P-N 键裂解，代表了一种合成取代芳基膦氧化物的方法，分别是芳基次膦酸和芳基膦酸酰胺。所提出的方法基于使用可见光作为 C-P 键形成的唯一促进剂，可容纳多种官能团，可应用于药物分子的后期 C-H 功能化。
• Copper-Catalyzed P-Arylation via Direct Coupling of Diaryliodonium Salts with Phosphorus Nucleophiles at Room Temperature
  作者：Jian Xu、Pengbo Zhang、Yuzhen Gao、Yiyin Chen、Guo Tang、Yufen Zhao

  DOI：10.1021/jo4012199

  日期：2013.8.16

  A new method for copper-catalyzed P-C bond formation through reaction of phosphorus nucleophiles with diaryliodonium salts at room temperature is described. Most target products are obtained with this method in high yields within a short reaction time of 10 min. It can be easily adapted to large-scale preparations. When unsymmetrical iodonium salts are employed, nucleophilic substitution occurs preferentially on the sterically hindered aromatic ring or the more electron-deficient ring.