(2-Diethoxyphosphoryl-3-phenylphenyl)-trimethylsilane | 204853-88-3

• 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: (2-Diethoxyphosphoryl-3-phenylphenyl)-trimethylsilane
• CAS: 204853-88-3
• 化学式: C₁₉H₂₇O₃PSi
• 分子量: 362.481
• InChiKey: PTFFXQUNESNMCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.79
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 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：

  trideuteriomethyl-lithium 、 (2-Diethoxyphosphoryl-3-phenylphenyl)-trimethylsilane 在 lithium iodide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 2-deuterio-1-ethoxy-3,3-dimethyl-7-phenyl-2H-1lambda5,3-benzophosphasilole 1-oxide 、 [Deuterio-[(2-deuterio-6-phenylphenyl)-ethoxyphosphoryl]methyl]-trimethylsilane
  参考文献：
  名称：

  Generation of the 1,3-Phosphasilolene Skeleton from Ortho-Silylated Biarylphosphonates

  摘要：

  Treatment of diethyl 2-(3-trimethylsilyl)biphenylphosphonate 15 with excess methyllithium affords a mixture of the 2H-benzo[d]-1,3-phosphasilolen-1-one 16 together with the silyl transfer product 17. Deuterium incorporation studies show that the mechanism involves the conversion from 15 to 19 and 20, followed by formation of a siliconate intermediate 21. Cleavage of an exocyclic Si-C bond affords 16 while endocyclic C-Si cleavage leads to 17. The phosphasilolene structure 16 is confirmed by X-ray crystallography.

  DOI：

  10.1021/jo972229b
• 作为产物：
  描述：

  三甲基氯硅烷 、 diethyl biphenyl-2-ylphosphonate 在 四甲基乙二胺 、 仲丁基锂 作用下， 生成 (2-Diethoxyphosphoryl-3-phenylphenyl)-trimethylsilane
  参考文献：
  名称：

  Generation of the 1,3-Phosphasilolene Skeleton from Ortho-Silylated Biarylphosphonates

  摘要：

  Treatment of diethyl 2-(3-trimethylsilyl)biphenylphosphonate 15 with excess methyllithium affords a mixture of the 2H-benzo[d]-1,3-phosphasilolen-1-one 16 together with the silyl transfer product 17. Deuterium incorporation studies show that the mechanism involves the conversion from 15 to 19 and 20, followed by formation of a siliconate intermediate 21. Cleavage of an exocyclic Si-C bond affords 16 while endocyclic C-Si cleavage leads to 17. The phosphasilolene structure 16 is confirmed by X-ray crystallography.

  DOI：

  10.1021/jo972229b