1,10-Bis-trimethylsilanyl-3,3,8,8-tetrakis-trimethylsilanylethynyl-deca-1,4,6,9-tetrayne | 160651-49-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1,10-Bis-trimethylsilanyl-3,3,8,8-tetrakis-trimethylsilanylethynyl-deca-1,4,6,9-tetrayne
• CAS: 160651-49-0
• 化学式: C₃₆H₅₄Si₆
• 分子量: 655.338
• InChiKey: YMBXVZJHYHVPOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.25
• 重原子数：
  42.0
• 可旋转键数：
  0.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  1,10-Bis-trimethylsilanyl-3,3,8,8-tetrakis-trimethylsilanylethynyl-deca-1,4,6,9-tetrayne 在 甲醇 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以95%的产率得到3,3,8,8-tetraethynyl-1,4,6,9-decatetrayne
  参考文献：
  名称：

  Preparation and Some Subsequent Transformations of Tetraethynylmethane

  摘要：

  Tetraethynylmethane (1) was synthesized in 10 steps and 33% overall yield from bis[(trimethysilyl)ethynyl] ketone. This route features (1) construction of the critical central quaternary center via the agency of a [3,3] sigmatropic shift and (2) installation of the fourth acetylene unit in a very sterically demanding environment. Alternative routes and model systems which were more informative than productive are also discussed. Finally, transition metal-mediated coupling of the rather unstable 1 (and derivatives) with unsaturated partners furnished a variety of relatively stable polylalkynylated species which could be manipulated without event.

  DOI：

  10.1021/ja00099a020
• 作为产物：
  描述：

  2-(phenylsulfonyl)-3,3-bis<(trimethylsilyl)ethynyl>-5-(trimethylsilyl)pent-4-ynal <(2,4,6-triisopropylphenyl)sulfonyl>hydrazone 在 lithium hydroxide 、 四甲基乙二胺 、 copper(l) chloride 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 40.0h， 生成 1,10-Bis-trimethylsilanyl-3,3,8,8-tetrakis-trimethylsilanylethynyl-deca-1,4,6,9-tetrayne
  参考文献：
  名称：

  Preparation and Some Subsequent Transformations of Tetraethynylmethane

  摘要：

  Tetraethynylmethane (1) was synthesized in 10 steps and 33% overall yield from bis[(trimethysilyl)ethynyl] ketone. This route features (1) construction of the critical central quaternary center via the agency of a [3,3] sigmatropic shift and (2) installation of the fourth acetylene unit in a very sterically demanding environment. Alternative routes and model systems which were more informative than productive are also discussed. Finally, transition metal-mediated coupling of the rather unstable 1 (and derivatives) with unsaturated partners furnished a variety of relatively stable polylalkynylated species which could be manipulated without event.

  DOI：

  10.1021/ja00099a020