Triphenyl-{1-[1-(triphenyl-λ5-phosphanylidene)-propylphosphanylidene]-propyl}-phosphonium; chloride | 140199-80-0

• 英文名称: Triphenyl-{1-[1-(triphenyl-λ5-phosphanylidene)-propylphosphanylidene]-propyl}-phosphonium; chloride
• 英文别名: Triphenyl-{1-[1-(triphenyl-λ⁵-phosphanylidene)-propylphosphanylidene]-propyl}-phosphonium; chloride
• CAS: 140199-80-0
• 化学式: C₄₂H₄₀P₃*Cl
• 分子量: 673.154
• InChiKey: RRNZDJRDPSFXOD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.0
• 重原子数：
  46.0
• 可旋转键数：
  10.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  Triphenyl-{1-[1-(triphenyl-λ5-phosphanylidene)-propylphosphanylidene]-propyl}-phosphonium; chloride 在 盐酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Bis(ylide)-substituted phosphenium and phosphonium halides

  摘要：

  The bis(triphenylphosphoniumyldyl)halophosphines expected from the condensation of ylidyl dihalophosphines with trimethylsilyl ylides or of their addition to carbodiphosphoranes enter a spontaneous dissociation to yield bis(ylidyl)phosphenium halides. They are the first phosphenium salts which do not need anions of low basicity such as AlCl4-. P-31 NMR spectra and, in one case, a single-crystal X-ray investigation reveal an essentially planar structure of the PCPCP skeleton with E,E-conformation. The bis(ylidyl)phosphenium halides are protonated at an ylidic carbon atom while at the same time the halide ion is re-associated to the central phosphorus atom. They add halogen or ortho quinones to the central phosphorus to yield the corresponding phosphonium ions. They are also oxidized by elemental sulfur or gray selenium resulting in bis(ylidyl)thio- and -seleno-phosphinyl halides. As can be shown by their solvent dependent P-31 NMR spectra, they dissociate in polar media to yield the first examples of chalcogenoxophosphonium halides. As revealed by another X-ray structure analysis, the conjugation in a bis(ylidyl)dihalophosphonium ion is interrupted at the central phosphorus atom.

  DOI：

  10.1016/s0022-328x(96)06443-1
• 作为产物：
  描述：

  1-trimethylsilyl propylidene triphenylphosphorane 在 三氯化磷 作用下， 以 苯 为溶剂， 反应 15.0h， 以65%的产率得到Triphenyl-{1-[1-(triphenyl-λ5-phosphanylidene)-propylphosphanylidene]-propyl}-phosphonium; chloride
  参考文献：
  名称：

  Bis(ylide)-substituted phosphenium and phosphonium halides

  摘要：

  The bis(triphenylphosphoniumyldyl)halophosphines expected from the condensation of ylidyl dihalophosphines with trimethylsilyl ylides or of their addition to carbodiphosphoranes enter a spontaneous dissociation to yield bis(ylidyl)phosphenium halides. They are the first phosphenium salts which do not need anions of low basicity such as AlCl4-. P-31 NMR spectra and, in one case, a single-crystal X-ray investigation reveal an essentially planar structure of the PCPCP skeleton with E,E-conformation. The bis(ylidyl)phosphenium halides are protonated at an ylidic carbon atom while at the same time the halide ion is re-associated to the central phosphorus atom. They add halogen or ortho quinones to the central phosphorus to yield the corresponding phosphonium ions. They are also oxidized by elemental sulfur or gray selenium resulting in bis(ylidyl)thio- and -seleno-phosphinyl halides. As can be shown by their solvent dependent P-31 NMR spectra, they dissociate in polar media to yield the first examples of chalcogenoxophosphonium halides. As revealed by another X-ray structure analysis, the conjugation in a bis(ylidyl)dihalophosphonium ion is interrupted at the central phosphorus atom.

  DOI：

  10.1016/s0022-328x(96)06443-1

文献信息

• Spontaneous dissociation of phosphoniumylidyl-chlorophosphines to ionic phosphenium chlorides
  作者：Alfred Schmidpeter、Georg Jochem

  DOI：10.1016/s0040-4039(00)93971-6

  日期：1992.1

  The products from the replacement of two chlorofunctions of PCl3 by a pair of phosphoniumylidyl substituents or by both a phosphoniumylidyl and an amino substituent are ionic phosphenium chlorides and not covalent chlorophosphines.