diphenyl (E)-styrylphosphonate | 112980-75-3

• 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: diphenyl (E)-styrylphosphonate
• 英文别名: [(E)-2-diphenoxyphosphorylethenyl]benzene
• CAS: 112980-75-3
• 化学式: C₂₀H₁₇O₃P
• 分子量: 336.327
• InChiKey: UORBNSLBPYUMPA-WUKNDPDISA-N

物化性质

• 沸点：
  470.1±28.0 °C(Predicted)
• 密度：
  1.223±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  6
• 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

• 作为反应物：
  描述：

  diphenyl (E)-styrylphosphonate 在 <((t-Bu)2PH)PdP(t-Bu)2>2 (pretreated with oxygen) 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以57%的产率得到1-Phenylethylphosphonic acid diphenyl ester
  参考文献：
  名称：

  Palladium Catalyzed Hydrogenation of .alpha.,.beta.-Unsaturated Sulfones and Phosphonates

  摘要：

  The binuclear palladium complex, [(Bu(2)(t)PH)-PdPBu(2)(t)](2), when treated with oxygen, catalyzes the hydrogenation of the double bond of alpha,beta-unsaturated sulfones and phosphonates in THF at room temperature and 1 atm of hydrogen pressure. Saturated sulfones and phosphonates were isolated in 49-93% yields.

  DOI：

  10.1021/jo00094a001
• 作为产物：
  描述：

  苯乙烯 在 五氯化磷 、 苯 、 苯酚 作用下， 生成 diphenyl (E)-styrylphosphonate
  参考文献：
  名称：

  Method of forming phosphonic and thiophosphonic acid chlorides

  摘要：

  公开号：

  US02471472A1

文献信息

• A new synthesis of π-electron conjugated phosphonates and phosphonic bis(diethylamides) and their SHG activities
  作者：Takuji Ogawa、Naoya Usuki、Noboru Ono

  DOI：10.1039/a709082j

  日期：——

  A series of vinylic and arylic phosphonates and phosphonic bis(diethylamides) were prepared by copper promoted substitution of the corresponding bromides. These π-electron conjugated phosphonates and phosphonic bis(diethylamides) were investigated to elucidate their optical and second harmonic generation (SHG) properties; it was found that diphenyl 2-(4-dimethylaminophenyl)ethenylphosphonate exhibited strong SHG activity, the efficiency being 13 times greater than that of urea.

  通过铜催化的相应溴化物的取代反应，制备了一系列乙烯基和芳基膦酸盐及双（二乙基酰胺）膦酸。研究了这些共轭的磷酸盐和双（二乙基酰胺）膦酸的光学性质和二次谐波产生（SHG）特性；发现二苯基2-（4-二甲氨基苯基）乙烯基膦酸盐具有强烈的SHG活性，效率比尿素高13倍。
• Regioselective C-Acylation of Vinylphosphorus Compounds Through Electroreduction or Mg-Promoted Reduction
  作者：Makoto Kyoda、Takamichi Yokoyama、Hirofumi Maekawa、Toshinobu Ohno、Ikuzo Nishiguchi

  DOI：10.1055/s-2001-17471

  日期：——

  Either of electroreduction or Mg-promoted electron-transfer reaction of vinylphosphonate derivatives 1-4 in the presence of acid anhydrides 5 a - c or acid chlorides 15 b, c brought about regioselective C-acylation to give the corresponding β-acylphosphonates 3 in good yields. The reaction may be initiated through one-electron transfer from either a cathode or Mg metal to a substrate to give the corresponding anion radical, which is then subjected to electrophilic attack of an acylating agent, followed by the fast second electron-transfer.

  在酸酐5a-c或酰氯15b、c的存在下，乙烯膦酸酯衍生物1-4无论是通过电还原还是Mg促进的电子转移反应，均能选择性地发生C-酰化反应，得到相应的β-酰基膦酸酯3，产率良好。反应可能始于从一个阴极或Mg金属向底物的一次电子转移，生成相应的阴离子自由基，随后遭受酰化剂的亲电攻击，继而迅速进行第二次电子转移。
• 一种(E)-2-芳基乙烯基膦酸酯衍生物的制备方 法
  申请人：江苏强盛功能化学股份有限公司

  公开号：CN104277072B

  公开（公告）日：2016-04-13

  本发明公开了一种(E)-2-芳基乙烯基膦酸酯衍生物的制备方法，具体为将1-硝基-2-芳基乙烯衍生物、磷试剂、促进剂乙酸锰和催化剂乙酸铜溶于溶剂中，于20~100℃下反应，获得（E）-2-芳基乙烯基膦酸酯衍生物；本发明使用1-硝基-2-芳基乙烯衍生物为起始物，原料易得、种类很多；利用本发明的方法得到的产物类型多样，既可以直接使用、又可以用于其他进一步的反应；本发明方法避免使用贵金属试剂和其他添加剂；同时，合成路线简短、反应条件温和、反应操作和后处理过程简单、产率高，适合于规模化生产。
• Osmium-Catalyzed Dihydroxylation of Olefins in Acidic Media: Old Process, New Tricks
  作者：Philippe Dupau、Robert Epple、Allen??A. Thomas、Valery??V. Fokin、K.??Barry Sharpless

  DOI：10.1002/1615-4169(200206)344:3/4<421::aid-adsc421>3.0.co;2-f

  日期：2002.6

  osmium-catalyzed dihydroxylation has uncovered that electron-deficient olefins are converted into the corresponding diols much more efficiently when the pH of the reaction medium is maintained on the acidic side. Further studies have identified citric acid as the additive of choice, for it allows preparation of very pure diols in yields generally exceeding 90%. As described here, a much wider range of olefin classes

  对锇催化的二羟基化中 500 多种不同功能化添加剂的筛选发现，当反应介质的 pH 值保持在酸性时，缺电子烯烃转化为相应二醇的效率更高。进一步的研究已将柠檬酸确定为首选添加剂，因为它可以制备非常纯的二醇，产率通常超过 90%。正如这里所描述的，现在可以成功地对更广泛的烯烃类别进行二羟基化。该过程在实验上很简单，在大多数情况下，只需将反应物溶解在水或水/叔丁醇混合物中，搅拌它们，然后过滤出纯二醇产物。
• Metal-free direct arylation of dialkyl phosphonates for the synthesis of mixed alkyl aryl phosphonates
  申请人：The Board of Regents of the Nevada System of Higher Education on Behalf of the University of Nevada, Las Vegas

  公开号：US10927135B2

  公开（公告）日：2021-02-23

  Provided herein are phosphates, thiophosphates, phosphonates, and phosphinates, methods of making same, and methods of using these compounds and methods for the generation of pharmaceutically relevant phosphate, phosphonate, and phosphinate analogs. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

  本发明提供了磷酸盐、硫代磷酸盐、膦酸盐和膦酸盐、其制造方法、使用这些化合物的方法以及生成药用磷酸盐、膦酸盐和膦酸盐类似物的方法。本摘要旨在作为在特定技术领域进行搜索的扫描工具，并非对本发明的限制。