1,1-di-ethinyl-2,3,4,5-tetraphenyl-1-germacyclopentadiene | 57863-11-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,1-di-ethinyl-2,3,4,5-tetraphenyl-1-germacyclopentadiene
• 英文别名: 1,1-Diaethinyl-2,3,4,5-tetraphenyl-1-germacyclopentadien；2,3,4,5-Tetraphenyl-1,1-diethynyl-1-germacyclopentadien；1H-Germole, 1,1-diethynyl-2,3,4,5-tetraphenyl-；1,1-diethynyl-2,3,4,5-tetraphenylgermole
• CAS: 57863-11-3
• 化学式: C₃₂H₂₂Ge
• 分子量: 479.117
• InChiKey: DPDSYDCZXBJZOS-UHFFFAOYSA-N

物化性质

• 熔点：
  195-196 °C(Solv: benzene (71-43-2))

计算性质

• 辛醇/水分配系数(LogP)：
  7.09
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  1,1-dichloro-2,3,4,5-tetraphenyl-1-germacyclopenta-2,4-diene 、 乙炔氢锂 以 乙醚 为溶剂， 以49%的产率得到1,1-di-ethinyl-2,3,4,5-tetraphenyl-1-germacyclopentadiene
  参考文献：
  名称：

  Tetraphenylzirkonacyclopentadien-derivate als synthone für tetraphenylthiophenmonoxid und substituierte germanole

  摘要：

  Improved syntheses for the five-membered heterocycles 2,3,4,5-tetraphenylthiophene-1-monoxide (1), 1,1-dichloro-2,3,4,5-tetraphenylgermole (3) and 1,1-dimethyl-2,3,4,5-tetraphenylgermole (4) are reported. They make use of bis(eta5-cyclopentadienyl)-2,3,4,5-tetraphenyl-1-zirconacyclopentadiene (2), easily prepared in a one-step reaction from Cp2ZrCl2, (n)BuLi and diphenylethyne. Further reaction of 2 with SOCl2, GeCl4 or Me2GeCl2 yields the desired products and allows recovery Of CP2ZrCl2. Crystal structure analyses of 1 and 4 demonstrate folded five-membered rings with a diene system. Starting from 3 the following derivatives have been synthesized: Ph4C4Ge(C=CR)2 (R = H, (t)Bu, Ph), Ph4C4GeCl[FeCp(CO)2] (10) and Ph4C4GeCl[WCp(CO)3]. Moreover spectral data (IR, H-1 NMR, C-13 NMR) of all compounds and the crystal structure of 10 are reported.

  DOI：

  10.1016/0022-328x(93)80324-5

文献信息

• BACHEBA N. A.; GAVRILOVA O. N.; SLADKOV A. M., IZV. AN CCCP. CEP. XIM., 1978, HO 9, 2149-2151
  作者：BACHEBA N. A.、 GAVRILOVA O. N.、 SLADKOV A. M.

  DOI：——

  日期：——
• Tetraphenylzirkonacyclopentadien-derivate als synthone für tetraphenylthiophenmonoxid und substituierte germanole
  作者：Frank Meier-Brocks、Erwin Weiss

  DOI：10.1016/0022-328x(93)80324-5

  日期：1993.6

  Improved syntheses for the five-membered heterocycles 2,3,4,5-tetraphenylthiophene-1-monoxide (1), 1,1-dichloro-2,3,4,5-tetraphenylgermole (3) and 1,1-dimethyl-2,3,4,5-tetraphenylgermole (4) are reported. They make use of bis(eta5-cyclopentadienyl)-2,3,4,5-tetraphenyl-1-zirconacyclopentadiene (2), easily prepared in a one-step reaction from Cp2ZrCl2, (n)BuLi and diphenylethyne. Further reaction of 2 with SOCl2, GeCl4 or Me2GeCl2 yields the desired products and allows recovery Of CP2ZrCl2. Crystal structure analyses of 1 and 4 demonstrate folded five-membered rings with a diene system. Starting from 3 the following derivatives have been synthesized: Ph4C4Ge(C=CR)2 (R = H, (t)Bu, Ph), Ph4C4GeCl[FeCp(CO)2] (10) and Ph4C4GeCl[WCp(CO)3]. Moreover spectral data (IR, H-1 NMR, C-13 NMR) of all compounds and the crystal structure of 10 are reported.