1-(4-nitrophenyl)ethyl diphenylphosphinate | 34887-69-9

• 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: 1-(4-nitrophenyl)ethyl diphenylphosphinate
• CAS: 34887-69-9
• 化学式: C₂₀H₁₈NO₄P
• 分子量: 367.341
• InChiKey: PTOYKBRULJWOKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  69.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-(4-硝基苯基)乙醇 、 二苯基氯化膦 生成 1-(4-nitrophenyl)ethyl diphenylphosphinate
  参考文献：
  名称：

  Synthesis and solvolysis of 1-phenylethyl disubstituted phosphinates

  摘要：

  DOI：

  10.1021/jo00982a001

文献信息

• Perfluoroalkanosulfonyl fluoride-assisted Atherton–Todd-like reaction of diphenylphosphine oxide with alcohols under air generating diphenylphosphinate esters
  作者：Wangyang Wang、Hongai Jin、Zhaohua Yan、Mingchuang He、Sen Lin、Weisheng Tian

  DOI：10.1016/j.tetlet.2017.07.052

  日期：2017.9

  the Atherton–Todd-like reaction of diphenylphosphine oxide with alcohols assisted by perfluoroalkanosulfonyl fluoride in the presence of triethylamine under air is achieved affording the corresponding diphenylphosphinate esters in moderate to good yields of 52–78%. The protocol features the use of non-toxic and stable perfluoroalkanosulfonyl fluoride and metal-free reaction conditions.

  在空气中三乙胺存在下，通过全氟链烷磺酰氟在全氟链烷磺酰氟的辅助下，通过二苯膦氧化物与醇类的阿瑟顿-托德反应，实现了一种有效的合成二苯基次膦酸酯的方法，可以以中等至良好的产率得到相应的二苯基次膦酸酯，产率为52–78％ 。该协议的特点是使用无毒且稳定的全氟链烷磺酰氟和无金属的反应条件。
• Tetrabutylammonium Iodide-Catalyzed Phosphorylation of Benzyl CH Bonds<i>via</i>a Cross-Dehydrogenative Coupling (CDC) Reaction
  作者：Jian Xu、Pengbo Zhang、Xueqin Li、Yuzhen Gao、Ju Wu、Guo Tang、Yufen Zhao

  DOI：10.1002/adsc.201400436

  日期：2014.11.3

  AbstractPhosphate esters play important roles as biological active principles and synthons in chemistry. An efficient metal‐free approach for the synthesis of phosphate esters through sp3 CH activation is described. By using tetrabutylammonium iodide (Bu4NI) as a catalyst and tert‐butyl hydroperoxide (TBHP) as an oxidant, various toluene derivatives and phosphorus nucleophiles are tolerated in this transformation, affording the corresponding products in moderate to good yields.magnified image