3-Octen-5-yne, (Z)-

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 3-Octen-5-yne, (Z)-
• 英文别名: oct-3-en-5-yne
• 化学式: C₈H₁₂
• 分子量: 108.183
• InChiKey: DEDXOXBKCFZRJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  乙烯基硼酸二丁酯 、 三乙基(乙炔基)锗烷 在 氯化(双三环己基膦)(一氧化碳)(氢)钌 作用下， 以 甲苯 为溶剂， 反应 48.0h， 生成 (1E,3E)-1-triethylgermyl-4-(1′,3′-dibutyl-1,3-dioxaborinan-2′-yl)buta-1,3-diene 、 (1Z,3E)-1-triethylgermyl-4-(1′,3′-dibutyl-1,3-dioxaborinan-2′-yl)buta-1,3-diene 、 3-Octen-5-yne, (Z)-
  参考文献：
  名称：

  A new catalytic route to borylgermyl-substituted buta-1,3-dienes

  摘要：

  The [Ru(CO)CIH(PCy3)(2)] catalyzed reaction of terminal germyl-substituted alkynes with vinylboronates gives borylgermyl-substituted buta-1,3-dienes as products with high stereo- and regioselectivity. The process that proceeds via direct activation of the C-sp-H bond in the germylalkyne, is a very effective and easy tool for the synthesis of unique borylgermylated alkynes. Eight new compounds were synthesized and fully characterized spectrally. We also determined the mechanism of the process on the basis of stoichiometric reactions, kinetic measurements and DFT calculations. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2015.06.018

文献信息

• A new catalytic route to borylgermyl-substituted buta-1,3-dienes
  作者：Jadwiga Pyziak、Jędrzej Walkowiak、Marcin Hoffmann、Bogdan Marciniec

  DOI：10.1016/j.jorganchem.2015.06.018

  日期：2015.10

  The [Ru(CO)CIH(PCy3)(2)] catalyzed reaction of terminal germyl-substituted alkynes with vinylboronates gives borylgermyl-substituted buta-1,3-dienes as products with high stereo- and regioselectivity. The process that proceeds via direct activation of the C-sp-H bond in the germylalkyne, is a very effective and easy tool for the synthesis of unique borylgermylated alkynes. Eight new compounds were synthesized and fully characterized spectrally. We also determined the mechanism of the process on the basis of stoichiometric reactions, kinetic measurements and DFT calculations. (C) 2015 Elsevier B.V. All rights reserved.