(E)-β-Styryl vinylacetate

• 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: (E)-β-Styryl vinylacetate
• 英文别名: [(E)-2-phenylethenyl] but-3-enoate
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: ZRTRUJVAIZVIKR-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙烯基乙酸 、 苯乙炔 在 Ru(η³-CH2=C(Me)CH2)2 作用下， 以 甲苯 为溶剂， 反应 20.0h， 生成 (Z)-β-Styryl vinylacetate 、 (E)-β-Styryl vinylacetate
  参考文献：
  名称：

  General Synthesis of (Z)-Alk-1-en-1-yl Esters via Ruthenium-Catalyzed anti-Markovnikov trans-Addition of Carboxylic Acids to Terminal Alkynes

  摘要：

  The direct addition of carboxylic acids to terminal alkynes in the presence of catalytic amounts of (bis(diphenylphosphino)alkane)Ru(eta(3)-methallyl)(2) complexes provides a novel selective route to (Z)-alk-1-en-1-yl esters. This reaction involves an anti-Markovnikov and trans-addition to alkynes and gives access to a variety of new (Z)-alkene derivatives from hex-1-yne, phenylacetylene, and (trimethylsilyl)acetylene. The actual catalyst precursors are (bis(diphenylphosphino)alkane)Ru(eta(2)-carboxylate)(2) complexes formed in situ during the reaction.

  DOI：

  10.1021/jo00127a033

文献信息

• General Synthesis of (Z)-Alk-1-en-1-yl Esters via Ruthenium-Catalyzed anti-Markovnikov trans-Addition of Carboxylic Acids to Terminal Alkynes
  作者：Henri Doucet、Blanca Martin-Vaca、Christian Bruneau、Pierre H. Dixneuf

  DOI：10.1021/jo00127a033

  日期：1995.11

  The direct addition of carboxylic acids to terminal alkynes in the presence of catalytic amounts of (bis(diphenylphosphino)alkane)Ru(eta(3)-methallyl)(2) complexes provides a novel selective route to (Z)-alk-1-en-1-yl esters. This reaction involves an anti-Markovnikov and trans-addition to alkynes and gives access to a variety of new (Z)-alkene derivatives from hex-1-yne, phenylacetylene, and (trimethylsilyl)acetylene. The actual catalyst precursors are (bis(diphenylphosphino)alkane)Ru(eta(2)-carboxylate)(2) complexes formed in situ during the reaction.