(E)-(1,5-bis(triethylsilyl)penta-2,4-diynylidene)(2,4,6-tri-tert-butylphenyl)phosphine | 1198424-79-1

• 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: (E)-(1,5-bis(triethylsilyl)penta-2,4-diynylidene)(2,4,6-tri-tert-butylphenyl)phosphine
• 英文别名: 1,5-Bis(triethylsilyl)penta-2,4-diynylidene-(2,4,6-tritert-butylphenyl)phosphane
• CAS: 1198424-79-1；1198424-97-3
• 化学式: C₃₅H₅₉PSi₂
• 分子量: 566.998
• InChiKey: RSWDCUUMDJCOBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.43
• 重原子数：
  38
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,5-bis(triethylsilyl)penta-1,4-diyn-3-ol 、 2,4,6-tri-t-butylphenylphosphonous dichloride 在 氯化亚砜 、 lithium diisopropyl amide 、 氯化铵 作用下， 以 乙醚 、 四氢呋喃 、 水 为溶剂， 反应 1.25h， 以12%的产率得到(1,5-bis(triethylsilyl)penta-1,4-diyn-3-ylidene)(2,4,6-tri-tert-butylphenyl)phosphine
  参考文献：
  名称：

  C,C-Diacetylenic Phosphaalkenes as Heavy Diethynylethene Analogues

  摘要：

  A series of C,C-diacetylenic phosphaalkenes 1b-e has been prepared from 1-chloropenta-1,2-dien-4-ynes 6b-e in a reaction with Mes*PCl2 (Mes* = 2,4,6-(Bu-1)(3)Ph) in the presence of LDA. Under identical conditions, isomeric butadiyne-substituted phosphaalkenes 2e-f can be obtained from 3-chloropenta-1,4-diyiies 5c-f. The title compounds represent rare examples of diethynylethenes in which a constituting methylene has been replaced by a phosphorus center. The formation of both isomers can be rationalized by a common pathway that involves isomeric allenyllithium species. Spectroscopic, electrochemical, and theoretical investigations show that the phosphorus heteroatoms are an intrinsic part of the compounds' pi-systems and lead to decreased HOMO-LUMO gaps compared to those in all-carbon-based reference compounds.

  DOI：

  10.1021/jo901942u