[4-(4-Methoxyphenyl)-3-methylidenepent-1-ynyl]-tri(propan-2-yl)silane | 1453803-47-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [4-(4-Methoxyphenyl)-3-methylidenepent-1-ynyl]-tri(propan-2-yl)silane
• 英文别名: [4-(4-methoxyphenyl)-3-methylidenepent-1-ynyl]-tri(propan-2-yl)silane
• CAS: 1453803-47-8
• 化学式: C₂₂H₃₄OSi
• 分子量: 342.597
• InChiKey: WJALWWPCRSLAIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.58
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(2,2-dibromo-1-methylcyclopropyl)-4-methoxybenzene 在 cobalt(II) diacetate tetrahydrate 、 甲基锂 、 1,2-双(二苯基膦)乙烷 、 锌 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 4.5h， 生成 [4-(4-Methoxyphenyl)-3-methylidenepent-1-ynyl]-tri(propan-2-yl)silane 、
  参考文献：
  名称：

  Cobalt-Catalyzed Asymmetric Addition of Silylacetylenes to 1,1-Disubstituted Allenes

  摘要：

  The asymmetric addition of silylacetylenes to 1,1-disubstituted allenes proceeded in the presence of a cobalt/chiral bisphosphine ligand to give the corresponding enynes with high enantioselectivity. The results of deuterium-labeling experiments indicated that a hydrogen atom at the chiral center is originated from the terminal alkyne, and they were in good agreement with the proposed catalytic cycle where enantioselectivity is determined by the reaction of the proposed pi-allylcobalt intermediate with the terminal alkyne.

  DOI：

  10.1021/jo401604n

文献信息

• Cobalt-Catalyzed Asymmetric Addition of Silylacetylenes to 1,1-Disubstituted Allenes
  作者：Takahiro Sawano、Keiyu Ou、Takahiro Nishimura、Tamio Hayashi

  DOI：10.1021/jo401604n

  日期：2013.9.20

  The asymmetric addition of silylacetylenes to 1,1-disubstituted allenes proceeded in the presence of a cobalt/chiral bisphosphine ligand to give the corresponding enynes with high enantioselectivity. The results of deuterium-labeling experiments indicated that a hydrogen atom at the chiral center is originated from the terminal alkyne, and they were in good agreement with the proposed catalytic cycle where enantioselectivity is determined by the reaction of the proposed pi-allylcobalt intermediate with the terminal alkyne.