1-Diazo-1-(phenylsulfonyl)-2-(trimethylsiloxy)prop-2-ene | 172977-57-0

• 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: 1-Diazo-1-(phenylsulfonyl)-2-(trimethylsiloxy)prop-2-ene
• 英文别名: [3-(Benzenesulfonyl)-3-diazoprop-1-en-2-yl]oxy-trimethylsilane
• CAS: 172977-57-0
• 化学式: C₁₂H₁₆N₂O₃SSi
• 分子量: 296.422
• InChiKey: DLBIMNQUSXJKDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  53.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-Diazo-1-(phenylsulfonyl)-2-(trimethylsiloxy)prop-2-ene 在 tetrakis(trifluoroacetato)rhodium(II) 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 苯基乙烯基砜
  参考文献：
  名称：

  Synthesis and Chemistry of Donor/Acceptor-Substituted Cyclopropenes

  摘要：

  Rhodium(II) acetate, or trifluoroacetate-catalyzed decomposition of 1-diazo-2-(trialkylsiloxy)propenes with electron-withdrawing groups at the 1-position results in the formation of highly reactive cyclopropenes. These cyclopropenes contain both donor and acceptor substituents on the alkene and are very susceptible to ring opening and fragmentation reactions, Nevertheless, when appropriately functionalized with bulky substituents they can be of sufficient stability to be isolated and characterized.

  DOI：

  10.1021/jo00128a027
• 作为产物：
  描述：

  苯磺酰丙酮 在 4-乙酰氨基苯磺酰叠氮 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 0.25h， 生成 1-Diazo-1-(phenylsulfonyl)-2-(trimethylsiloxy)prop-2-ene
  参考文献：
  名称：

  Synthesis and Chemistry of Donor/Acceptor-Substituted Cyclopropenes

  摘要：

  Rhodium(II) acetate, or trifluoroacetate-catalyzed decomposition of 1-diazo-2-(trialkylsiloxy)propenes with electron-withdrawing groups at the 1-position results in the formation of highly reactive cyclopropenes. These cyclopropenes contain both donor and acceptor substituents on the alkene and are very susceptible to ring opening and fragmentation reactions, Nevertheless, when appropriately functionalized with bulky substituents they can be of sufficient stability to be isolated and characterized.

  DOI：

  10.1021/jo00128a027

文献信息

• Synthesis and Chemistry of Donor/Acceptor-Substituted Cyclopropenes
  作者：Huw M. L. Davies、Jeffrey H. Houser、Craig Thornley

  DOI：10.1021/jo00128a027

  日期：1995.11

  Rhodium(II) acetate, or trifluoroacetate-catalyzed decomposition of 1-diazo-2-(trialkylsiloxy)propenes with electron-withdrawing groups at the 1-position results in the formation of highly reactive cyclopropenes. These cyclopropenes contain both donor and acceptor substituents on the alkene and are very susceptible to ring opening and fragmentation reactions, Nevertheless, when appropriately functionalized with bulky substituents they can be of sufficient stability to be isolated and characterized.