(3-Chloro-5-phenylpenta-1,4-diynyl)-trimethylsilane | 1091631-97-8

• 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: (3-Chloro-5-phenylpenta-1,4-diynyl)-trimethylsilane
• 英文别名: (3-chloro-5-phenylpenta-1,4-diynyl)-trimethylsilane
• CAS: 1091631-97-8
• 化学式: C₁₄H₁₅ClSi
• 分子量: 246.812
• InChiKey: CUSBKROFRYBKCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (3-Chloro-5-phenylpenta-1,4-diynyl)-trimethylsilane 、 2,4,6-tri-t-butylphenylphosphonous dichloride 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以57%的产率得到(1-Phenyl-5-trimethylsilylpenta-2,4-diynylidene)-(2,4,6-tritert-butylphenyl)phosphane
  参考文献：
  名称：

  Phosphaalkenes in π-Conjugation with Acetylenic Arenes

  摘要：

  Phosphaalkene inclusion at the periphery of acetylenic arenes results in decreased band gaps of the title compounds as verified by spectroscopic and electrochemical techniques. The electronic coupling between two 1-phosphahex-l-ene-3,5-diyne units is mediated by all paral-substituted arenes and Increases from 4b to 4d.

  DOI：

  10.1021/ol902688n
• 作为产物：
  描述：

  1-phenyl-5-(trimethylsilyl)penta-1,4-diyn-3-ol 在 氯化亚砜 作用下， 以 乙醚 为溶剂， 反应 5.0h， 以89%的产率得到(3-Chloro-5-phenylpenta-1,4-diynyl)-trimethylsilane
  参考文献：
  名称：

  Phosphaalkenes in π-Conjugation with Acetylenic Arenes

  摘要：

  Phosphaalkene inclusion at the periphery of acetylenic arenes results in decreased band gaps of the title compounds as verified by spectroscopic and electrochemical techniques. The electronic coupling between two 1-phosphahex-l-ene-3,5-diyne units is mediated by all paral-substituted arenes and Increases from 4b to 4d.

  DOI：

  10.1021/ol902688n

文献信息

• Exploitation of an unprecedented silica-promoted acetylene–allene rearrangement for the preparation of C,C-diacetylenic phosphaalkenes
  作者：Xue-Li Geng、Sascha Ott

  DOI：10.1039/b916640h

  日期：——

  C,C-Diacetylenic phosphaalkenes have been obtained from a 1-chloro-3-ethynyl-1,2-allene which becomes accessible from a silica-promoted rearrangement of a 3-chloropenta-1,4-diyne; oxidative acetylene homo-coupling of the phosphadiethynyl-ethene is described for the first time and affords a dimeric, cross-conjugated product which features a largely decreased HOMO−LUMO gap compared to all-carbon-based reference compounds.

  我们从一种 1-氯-3-乙炔基-1,2-烯中获得了 C,C-二乙炔基膦烷烃，这种膦烷烃可以通过硅促进 3-氯-1,4-二炔的重排而获得；我们首次描述了膦二乙炔基乙烯的氧化乙炔同偶联反应，并得到了一种二聚交叉共轭产物，与全碳基参考化合物相比，这种产物的 HOMOâLUMO 间隙大大减小。
• Incorporating Phosphaalkenes into Oligoacetylenes
  作者：Bernhard Schäfer、Elisabet Öberg、Mikael Kritikos、Sascha Ott

  DOI：10.1002/anie.200802253

  日期：2008.10.13