2-[2-methoxy-6-(2-trimethylsilylethynyl)phenyl]ethynyl-trimethylsilane | 915237-92-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[2-methoxy-6-(2-trimethylsilylethynyl)phenyl]ethynyl-trimethylsilane
• CAS: 915237-92-2
• 化学式: C₁₇H₂₄OSi₂
• 分子量: 300.548
• InChiKey: ZYYGECHZQPASAT-UHFFFAOYSA-N

物化性质

• 沸点：
  344.8±42.0 °C(predicted)
• 密度：
  0.95±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-[2-methoxy-6-(2-trimethylsilylethynyl)phenyl]ethynyl-trimethylsilane 在 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 6.0h， 生成 2,3-bis(3-hydroxy-1-propynyl)anisole
  参考文献：
  名称：

  Reaction of ene-bis(phosphinylallenes): [2+2] versus [4+2] cycloaddition

  摘要：

  Reaction of ene-bis(phosphinylallenes), derived from ene-bis(propargyl alcohols) and chlorodiphenylphosphine, was investigated. Benzene-bridged bis(phosphinylallenes) exclusively gave intramolecular [2+2] cycloadducts in the presence of dimethyl fumarate in sharp contrast to the reaction of benzene-bridged bis(sulfinylallenes), which gave the corresponding [4+2] cycloadducts. On the other hand, substituted ethylene- or five-membered heterocycle-bridged bis(phosphinylallenes) provided [4+2] cycloadducts. Reaction of benzene-bridged diallene bearing both a sulfinyl group and a phosphinyl group on the two allenyl groups was also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.083
• 作为产物：
  描述：

  3-甲氧基儿茶酚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide potassium phosphate 、 四丁基碘化铵 作用下， 以 三乙胺 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 11.0h， 生成 2-[2-methoxy-6-(2-trimethylsilylethynyl)phenyl]ethynyl-trimethylsilane
  参考文献：
  名称：

  Reaction of ene-bis(phosphinylallenes): [2+2] versus [4+2] cycloaddition

  摘要：

  Reaction of ene-bis(phosphinylallenes), derived from ene-bis(propargyl alcohols) and chlorodiphenylphosphine, was investigated. Benzene-bridged bis(phosphinylallenes) exclusively gave intramolecular [2+2] cycloadducts in the presence of dimethyl fumarate in sharp contrast to the reaction of benzene-bridged bis(sulfinylallenes), which gave the corresponding [4+2] cycloadducts. On the other hand, substituted ethylene- or five-membered heterocycle-bridged bis(phosphinylallenes) provided [4+2] cycloadducts. Reaction of benzene-bridged diallene bearing both a sulfinyl group and a phosphinyl group on the two allenyl groups was also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.083

文献信息

• Tuning Rate of the Bergman Cyclization of Benzannelated Enediynes with Ortho Substituents
  作者：Igor V. Alabugin、Mariappan Manoharan、Serguei V. Kovalenko

  DOI：10.1021/ol0255054

  日期：2002.4.1

  [reaction: see text] The Bergman cyclization of benzannelated enediynes is highly sensitive to ortho substitution. This finding opens possibilities for the rational design of conformer-specific and pH-dependent DNA-cleaving agents.

  [反应：见正文]苯甲酰化二炔的Bergman环化对邻位取代非常敏感。这一发现为合理设计构象特异性和pH依赖性DNA切割剂提供了可能性。