| 1193731-95-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1193731-95-1
• 化学式: C₁₈H₁₀F₁₂O₂P*C₂₄H₂₀P
• 分子量: 856.627
• InChiKey: BADMOVVSWSFLOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.49
• 重原子数：
  58.0
• 可旋转键数：
  4.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  四苯基碘化膦 、 (S)-3,3,3',3'-tetrakis(trifluoromethyl)-1,1'-spirobi<3H,2,1λ⁵-benzoxaphosphole> 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.67h， 以52%的产率得到
  参考文献：
  名称：

  Umpolung of a Hydrogen Atom of Water by Using a Hexacoordinated Phosphate and Its Application to Deuteride Reduction Reactions of Carbonyl Compounds

  摘要：

  The polarity of a chemical bond is an important factor that determines the reactivity because a reaction of a positively charged atom with a negatively charged atom easily occurs. We report here a method for reversing the polarity of a hydrogen atom of water, which meant conversion of a protic hydrogen (H(delta+)) to a hydridic hydrogen (H(delta-)), by using a hexacoordinated phosphorus species. The method enables a reductive deuteration of carbonyl compounds utilizing inexpensive and easily usable D2O under mild conditions. The umpolung of a hydrogen atom was achieved by utilizing tautomerization of phosphorus compounds. Classical metal hydrides never have this function, and these results demonstrated the potential utility of nonmetallic compounds for umpolung of a hydrogen atom.

  DOI：

  10.1021/ja906875d