(E)-1,2-Dicyclooctatetraenylethylene | 135312-48-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (E)-1,2-Dicyclooctatetraenylethylene
• CAS: 135312-48-0
• 化学式: C₁₈H₁₆
• 分子量: 232.325
• InChiKey: CRUISHIEKMZQRJ-CVAQBIEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.76
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  bromocyclooctatetraene 、 (E)-1,2-bis(tri-n-butylstannyl)ethene 在 tris-(dibenzylideneacetone)dipalladium(0) 三(2-呋喃基)膦 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以65%的产率得到(E)-1,2-Dicyclooctatetraenylethylene
  参考文献：
  名称：

  Synthetic routes to bridged dicyclooctatetraenes and alkynylcyclooctatetraenes

  摘要：

  Dicyclooctatetraenylethyne, (E)-1,2-dicyclooctatetraenylethylene and 1,4-dicyclooctatetraenylbenzene (3a-c) have been prepared through a convergent synthesis by the palladium-catalyzed couPling of 1,2-bis(tributylstannyl)ethyne, (E)-1,2-bis(tributylstannyl)ethylene, and 1,4-bis(tributylstannyl)benzene (2a-c), respectively, with bromocyclooctatetraene (1). Modified Stille coupling conditions with tri(2-furyl)phosphine and triphenylarsine as ligands were employed. Alkynylcyclooctatetraenes, including 3a, have been prepared by the palladium/copper-catalyzed coupling of terminal alkynes with 1. Bridged dicyclooctatetraenes 3a and 3c were also prepared through a linear synthesis starting from 2,6-cyclooctadien-1-one.

  DOI：

  10.1021/jo00079a036

文献信息

• Synthesis of bridged dicyclooctatetraenes and alkynylcyclooctatetraenes by palladium-catalyzed coupling reactions
  作者：David A. Siesel、Stuart W. Staley

  DOI：10.1016/s0040-4039(00)79199-4

  日期：1993.6

  Bridged dicyctooctatetraenes have been synthesized by the palladium-catalized coupling of distannanes with bromocycloocatetraene by employing the ligands tri(2-furyl)phosphine and triphenylarsine. The coupling of bromocyclooctatetraene with terminal alkynes is compared to couplings with alkynylstannanes for the preparation of alkynylcyclooctatetraenes.
• Auchter-Krummel, Petra; Muellen, Klaus, Angewandte Chemie, 1991, vol. 103, # 8, p. 996 - 998
  作者：Auchter-Krummel, Petra、Muellen, Klaus

  DOI：——

  日期：——