diphenyl (4-chlorophenyl)phosphonate

• 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: diphenyl (4-chlorophenyl)phosphonate
• 英文别名: 1-Chloro-4-diphenoxyphosphorylbenzene；1-chloro-4-diphenoxyphosphorylbenzene
• 化学式: C₁₈H₁₄ClO₃P
• 分子量: 344.734
• InChiKey: FWSURIVEHUNQLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对氯苯胺 在 tetrafluoroboric acid 、 亚硝酸特丁酯 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 24.5h， 生成 diphenyl (4-chlorophenyl)phosphonate
  参考文献：
  名称：

  通过芳偶氮砜可见光驱动，无光催化剂的类似Arbuzov的反应

  摘要：

  在不存在任何光氧化还原催化剂和任何添加剂的情况下，从芳基偶氮砜和三芳基（或三烷基）亚磷酸酯开始可见光诱导的芳基-磷键形成。该反应显示出较宽的底物范围，并以良好的收率和至多克级提供了（杂）芳基膦酸酯。

  DOI：

  10.1002/adsc.201900953

文献信息

• Radical Arylation of Triphenyl Phosphite Catalyzed by Salicylic Acid: Mechanistic Investigations and Synthetic Applications
  作者：Manel Estruch-Blasco、Diego Felipe-Blanco、Irene Bosque、Jose C. Gonzalez-Gomez

  DOI：10.1021/acs.joc.0c00795

  日期：2020.11.20

  arylphosphonates at 20 °C within 1–2 h is reported using inexpensive SA as the catalytic promoter of the reaction. Mechanistic investigations suggest that the reaction proceeds via radical–radical coupling, consistent with the so-called persistent radical effect. The reaction tolerated a wide range of functional groups and heteroaromatic moieties. The synthetic usefulness and the unique reactivity of the

  据报道，使用廉价的SA作为反应的催化促进剂，可在20°C下1-2小时内合成一种简单且可扩展的方法，以合成二苯基芳基膦酸酯。机理研究表明，该反应通过自由基与自由基的耦合进行，这与所谓的持久自由基效应相一致。该反应耐受各种官能团和杂芳族部分。在不同的一步转化中证明了所得膦酸酯的合成有用性和独特的反应性。
• Metal-Free Aromatic Carbon–Phosphorus Bond Formation via a Sandmeyer-Type Reaction
  作者：Shuai Wang、Di Qiu、Fanyang Mo、Yan Zhang、Jianbo Wang

  DOI：10.1021/acs.joc.6b01820

  日期：2016.12.2

  proceeds smoothly at room temperature without the exclusion of moisture or air. This phosphorylation reaction tolerates a wide range of functional groups and affords the phosphorylation products in moderate to good yields, thus providing a valuable method for the formation of aromatic carbon–phosphorus bonds.

  开发了一种有效的无金属磷酸化方法，该方法基于以芳胺为原料的桑德迈型转化。该转变在室温下平稳进行，没有水分或空气。这种磷酸化反应可耐受各种官能团，并以中等至良好的产率提供磷酸化产物，从而为形成芳族碳-磷键提供了一种有价值的方法。
• Water-Promoted Mild and General Michaelis–Arbuzov Reaction of Triaryl Phosphites and Aryl Iodides by Palladium Catalysis
  作者：Jin Zhang、Wei Hu、Zihan Chen、Nuo Wu、Chunya Li、Tieqiao Chen、Li-Biao Han

  DOI：10.1021/acs.orglett.4c00820

  日期：2024.4.26

  A Pd-catalyzed relatively general Michaelis–Arbuzov reaction of triaryl phosphites and aryl iodides for preparing useful aryl phosphonates was developed. Interestingly, water can greatly facilitate the reaction through a water-participating phosphonium intermediate rearrangement process, which also makes the reaction conditions rather mild. In comparison with the known methods, this reaction is milder

  开发了一种 Pd 催化的相对通用的亚磷酸三芳基酯和芳基碘化物的 Michaelis-Arbuzov 反应，用于制备有用的芳基膦酸酯。有趣的是，水可以通过水参与的鏻中间体重排过程极大地促进反应，这也使得反应条件相当温和。与已知方法相比，该反应更温和、更通用，具有优异的官能团耐受性，可应用于各种亚磷酸三芳基酯和碘化芳基，并可扩展到亚膦酸芳基酯和次亚膦酸芳基酯。低催化剂负载量的克级反应也揭示了其在大规模制备中的实用性和潜力。
• 10.1021/acs.orglett.4c02495
  作者：Xu, Zhixuan、Cen, Mengjie、Chen, Zihan、Yao, Linbin、Li, Chunya、Tang, Bencan、Liu, Long、Huang, Tianzeng、Chen, Tieqiao、Han, Li-Biao

  DOI：10.1021/acs.orglett.4c02495

  日期：——

  Michaelis–Arbuzov reaction of carboxylic acids and triaryl phosphites for preparing aryl phosphonates under anhydride-free conditions has been reported. In this context, triaryl phosphites serve as both reagents for activating the carboxylic acids and substrates for the reaction. There have been no reports to date of efficient and direct methods for the in situ activation of carboxylic acids using triaryl phosphites

  据报道，在无酸酐条件下，通过钯催化的羧酸和亚磷酸三芳基酯的脱羰米氏-阿布佐夫反应制备膦酸芳基酯。在本文中，亚磷酸三芳基酯既充当用于活化羧酸的试剂又充当反应的底物。迄今为止，还没有关于使用亚磷酸三芳基酯原位活化羧酸的有效且直接的方法的报道。与已知方法相比，该反应避免了有机卤化物的使用，并且对于由亚磷酸三芳基酯和羧酸合成各种膦酸芳基酯具有优异的官能团耐受性。该反应具有可扩展性，适用于合成具有生物活性片段的芳基膦酸酯。
• COMPOUND, DISPLAY PANEL, AND DISPLAY APPARATUS
  申请人：WuHan TianMa Micro-Electronics Co., Ltd.

  公开号：US20190322623A1

  公开（公告）日：2019-10-24

  Provided is a host material compound having a structure represented by Formula (I): in which m and n, respectively representing the number of electron donors D and the number of electron acceptors A, are each 1, 2 or 3; p and q, respectively representing the number of the group L 1 and the number of the group L 2 , are each 0, 1, or 2. D, L 1 and L 2 are each alkyl, cycloalkyl, heterocyclic group, aryl, heteroaryl, fused aryl, or fused heteroaryl; and A is selected from nitrogen-containing heterocyclic substituents, cyano-containing substituents, triaryl-boron-derived substituents, and phosphorus oxygen double bond-containing substituents. The compound has a D-(π)-σ-(π)-A structure with bipolarity, and the σ bond can interrupt an intramolecular charge transfer between D and A, so that the excited state is limited to a local excited state in moiety of D or A, and the compound has a small excited-state dipole moment.