N¹-(4-cyclopentylbut-2-ynyl)-N¹,N²,N²-trimethylethane-1,2-diamine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N¹-(4-cyclopentylbut-2-ynyl)-N¹,N²,N²-trimethylethane-1,2-diamine
• 英文别名: N'-(4-cyclopentylbut-2-ynyl)-N,N,N'-trimethylethane-1,2-diamine
• 化学式: C₁₄H₂₆N₂
• 分子量: 222.374
• InChiKey: UJRDHYWLLJFJBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  四甲基乙二胺 、 3-环戊基-1-丙炔 在 copper dichloride 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以86%的产率得到N¹-(4-cyclopentylbut-2-ynyl)-N¹,N²,N²-trimethylethane-1,2-diamine
  参考文献：
  名称：

  Oxidant-dependent Cu-catalyzed alkynylation and aminomethylation: C–H versus C–C cleavage in TMEDA

  摘要：

  Oxidant-dependent Cu-catalyzed alkynylation and aminomethylation reactions have been achieved under facile and mild conditions. TMEDA coupled with various terminal alkynes via C-H bond cleavage in good yields using atmospheric oxygen as an oxidant. Switching from air to TBHP afforded aminomethylation products of terminal alkynes through C-C bond cleavage of TMEDA. The protocol provided a novel strategy to prepare bi/tridentate N-ligand. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.09.118

文献信息

• Oxidant-dependent Cu-catalyzed alkynylation and aminomethylation: C–H versus C–C cleavage in TMEDA
  作者：Qi Shen、Lei Zhang、Yu-Ren Zhou、Jian-Xin Li

  DOI：10.1016/j.tetlet.2013.09.118

  日期：2013.12

  Oxidant-dependent Cu-catalyzed alkynylation and aminomethylation reactions have been achieved under facile and mild conditions. TMEDA coupled with various terminal alkynes via C-H bond cleavage in good yields using atmospheric oxygen as an oxidant. Switching from air to TBHP afforded aminomethylation products of terminal alkynes through C-C bond cleavage of TMEDA. The protocol provided a novel strategy to prepare bi/tridentate N-ligand. (C) 2013 Elsevier Ltd. All rights reserved.