(1E,3E)-4-ethyl-1,6-diphenyl-3-(2-hydroxypropyl)hex-1,3-dien-5-yne

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (1E,3E)-4-ethyl-1,6-diphenyl-3-(2-hydroxypropyl)hex-1,3-dien-5-yne
• 英文别名: (E)-5-ethyl-7-phenyl-4-[(E)-2-phenylethenyl]hept-4-en-6-yn-2-ol
• 化学式: C₂₃H₂₄O
• 分子量: 316.443
• InChiKey: CXGQSBFQYDLQRT-DMEGLNABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-庚炔-2-醇 在 bis(1,5-cyclooctadiene)nickel (0) 、 sodium hydroxide 、 四(三苯基膦)钯 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲苯 为溶剂， 反应 60.0h， 生成 (1E,3E)-4-ethyl-1,6-diphenyl-3-(2-hydroxypropyl)hex-1,3-dien-5-yne
  参考文献：
  名称：

  Nickel-Catalyzed trans-Alkynylboration of Alkynes via Activation of a Boron−Chlorine Bond

  摘要：

  Reaction of (diisopropylamino)chloroboryl ethers of alkynols with alkynylstannanes in the presence of nickel catalysts afforded formal trans-alkynylboration products in good yields. The products were isolated as pinacol boronates after treatment of the crude reaction mixture with acetic anhydride and pinacol in the presence of a base. The trans-alkynylboration products underwent Suzuki-Miyaura coupling reaction with organic halides. A 2-borylalkenylnickel(II) complex, in which the boryl and nickel groups are located in a trans fashion, was isolated in a reaction of the chloroboryl ether with a single equivalent of a nickel(0)-phosphine complex.

  DOI：

  10.1021/ja055396z

文献信息

• Nickel-Catalyzed <i>trans</i>-Alkynylboration of Alkynes via Activation of a Boron−Chlorine Bond
  作者：Akihiko Yamamoto、Michinori Suginome

  DOI：10.1021/ja055396z

  日期：2005.11.1

  Reaction of (diisopropylamino)chloroboryl ethers of alkynols with alkynylstannanes in the presence of nickel catalysts afforded formal trans-alkynylboration products in good yields. The products were isolated as pinacol boronates after treatment of the crude reaction mixture with acetic anhydride and pinacol in the presence of a base. The trans-alkynylboration products underwent Suzuki-Miyaura coupling reaction with organic halides. A 2-borylalkenylnickel(II) complex, in which the boryl and nickel groups are located in a trans fashion, was isolated in a reaction of the chloroboryl ether with a single equivalent of a nickel(0)-phosphine complex.