N-(4-fluorophenyl)(triphenyl) iminophosphorane | 18523-51-8

• 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: N-(4-fluorophenyl)(triphenyl) iminophosphorane
• 英文别名: N-(4-fluoro-phenylimino)-triphenyl-phosphorane；<4-Fluor-phenylimino>-triphenyl-phosphoran；N-(p-Fluorophenyl)-triphenylphosphinimin；[(4-Fluorophenyl)imino](triphenyl)-lambda~5~-phosphane；(4-fluorophenyl)imino-triphenyl-λ5-phosphane
• CAS: 18523-51-8
• 化学式: C₂₄H₁₉FNP
• mdl: MFCD00360692
• 分子量: 371.394
• InChiKey: NPZPIZGAYHXOGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-fluorophenyl)(triphenyl) iminophosphorane 在 三氟化硼乙醚 作用下， 以 苯 为溶剂， 以80%的产率得到
  参考文献：
  名称：

  Complexes of imidophosphoric compounds with BF3

  摘要：

  IR, P-31 NMR and F-19 NMR spectroscopy was used to study triphenylphosphinimines with substituents at the nitrogen atom and their complexes with boron trifluoride. In the case of aryl or benzyl substituents, BF3 adds to the nitrogen atom, while the state of the phosphorus atom is close to phosphonium. An analogous structure of the intermediate complexes is proposed upon the catalysis of the imide-amide rearrangement by BF3. The introduction of acyl groups such as phosphoryl, thiophosphoryl, and methanesulfonyl groups to the nitrogen atom of the triphenylphosphinimine alters the site of attachment of BF3, which is found at the oxygen atoms of the P = 0 or SO2 groups or to the sulfur atom of the P = S group.

  DOI：

  10.1007/bf00958009
• 作为产物：
  描述：

  1-叠氮基-4-氟苯 、 三苯基膦 生成 N-(4-fluorophenyl)(triphenyl) iminophosphorane
  参考文献：
  名称：

  Staudinger reaction between triarylphosphines and azides. Mechanism

  摘要：

  DOI：

  10.1021/ja00996a027

文献信息

• Preparation of Blatter Radicals via Aza-Wittig Chemistry: The Reaction of <i>N</i>-Aryliminophosphoranes with 1-(Het)aroyl-2-aryldiazenes
  作者：Anastasia C. Savva、Styliana I. Mirallai、Georgia A. Zissimou、Andrey A. Berezin、Marina Demetriades、Andreas Kourtellaris、Christos P. Constantinides、Constantinos Nicolaides、Theodossis Trypiniotis、Panayiotis A. Koutentis

  DOI：10.1021/acs.joc.7b01297

  日期：2017.7.21

  preheated diphenyl ether at ca. 150–250 °C for 5–25 min affords in most cases the 1,3-diaryl-1,4-dihydrobenzo[e][1,2,4]triazin-4-yls (aka Blatter radicals) in moderate to good yields. All new compounds are fully characterized, including EPR and CV studies for the radicals. Single-crystal X-ray structures of 1-benzoyl-2-(perfluorophenyl)diazene and 1-(perfluorophenyl)-3-phenyl-1,4-dihydrobenzo[e][1,2,4]triazinyl

  反应Ñ -aryliminophosphoranes与1-（杂）中在约预热二苯醚芳酰基-2- aryldiazenes 在大多数情况下，在150–250°C下进行5–25分钟，可以得到中等至良好的1,3-二芳基-1,4-二氢苯并[ e ] [1,2,4]三嗪4基（又名Blatter自由基）产量。所有新化合物均经过充分表征，包括对基团的EPR和CV研究。还提出了1-苯甲酰基-2-（全氟苯基）二氮杂和1-（全氟苯基）-3-苯基-1,4-二氢苯并[ e ] [1,2,4]三嗪基的单晶X射线结构。
• 一类烯酮亚胺衍生物及其制备方法
  申请人：长春工业大学

  公开号：CN117603087A

  公开（公告）日：2024-02-27

  本发明提供一类烯酮亚胺衍生物的制备方法，属于有机合成化学技术领域。该衍生物的结构式如式I所示，式I中，R1为芳基、杂芳基，R2为酯基，R3为烷氧基，R4为芳基、杂芳基、烷基。本发明还提供一类烯酮亚胺衍生物的制备方法，该方法将环丙烯类化合物、芳基亚胺基磷烷和分子筛在镱催化剂、有机溶剂作用下反应，得到一类烯酮亚胺衍生物。本发明的反应条件较温和，由于采用分子筛作除水剂，它除了能除去反应中的水，还能促进反应的进行本发明制备方法反应条件较温和、转化率较高，底物普适性广。同时本发明所用的催化剂三氟甲烷磺酸镱和原料芳基亚氨基磷烷廉价易得，反应转化率较高，反应官能团普适性好，为目前较难制备烯酮亚胺衍生物的合成提供了一条简洁高效的途径。
• Staudinger reaction between triarylphosphines and azides. Mechanism
  作者：John E. Leffler、Robert D. Temple

  DOI：10.1021/ja00996a027

  日期：1967.9
• Complexes of imidophosphoric compounds with BF3
  作者：V. A. Gilyarov、E. I. Matrosov、M. I. Kabachnik

  DOI：10.1007/bf00958009

  日期：1991.3

  IR, P-31 NMR and F-19 NMR spectroscopy was used to study triphenylphosphinimines with substituents at the nitrogen atom and their complexes with boron trifluoride. In the case of aryl or benzyl substituents, BF3 adds to the nitrogen atom, while the state of the phosphorus atom is close to phosphonium. An analogous structure of the intermediate complexes is proposed upon the catalysis of the imide-amide rearrangement by BF3. The introduction of acyl groups such as phosphoryl, thiophosphoryl, and methanesulfonyl groups to the nitrogen atom of the triphenylphosphinimine alters the site of attachment of BF3, which is found at the oxygen atoms of the P = 0 or SO2 groups or to the sulfur atom of the P = S group.