N-cyclooctyl-2-octylidene-2-amine | 815617-60-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-cyclooctyl-2-octylidene-2-amine
• 英文别名: N-cyclooctyloctan-2-imine
• CAS: 815617-60-8
• 化学式: C₁₆H₃₁N
• 分子量: 237.429
• InChiKey: CVXKFGYBFAGJQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-cyclooctyl-2-octylidene-2-amine 在 sodium cyanoborohydride 、 zinc(II) chloride 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 20.0h， 生成 N-cyclooctyl-N-(2-octyl)amine
  参考文献：
  名称：

  A Dramatic Effect of Aryloxo Ligands on the Titanium-Catalyzed Hydroamination of Alkynes

  摘要：

  [GRAPHICS]The aryloxotitanium complex 1 is a highly chemo- and regioselective catalyst for intermolecular hydroamination of terminal alkynes. Branched imines are obtained in good to excellent yield (up to 99%) with various primary aromatic and aliphatic amines.

  DOI：

  10.1021/ol035653+
• 作为产物：
  描述：

  1-辛炔 、 环辛胺 在 {Ti(2,6-(CMe3)2C6H3O)2(NMe2)2} 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 N-cyclooctyl-2-octylidene-2-amine
  参考文献：
  名称：

  A Dramatic Effect of Aryloxo Ligands on the Titanium-Catalyzed Hydroamination of Alkynes

  摘要：

  [GRAPHICS]The aryloxotitanium complex 1 is a highly chemo- and regioselective catalyst for intermolecular hydroamination of terminal alkynes. Branched imines are obtained in good to excellent yield (up to 99%) with various primary aromatic and aliphatic amines.

  DOI：

  10.1021/ol035653+

文献信息

• A General Study of Aryloxo and Alkoxo Ligands in the Titanium-Catalyzed Intermolecular Hydroamination of Terminal Alkynes
  作者：Annegret Tillack、Vivek Khedkar、Haijun Jiao、Matthias Beller

  DOI：10.1002/ejoc.200500423

  日期：2005.12

  A general study of the regioselective hydroamination of terminal alkynes in the presence of Ti(NEt 2 ) 4 and different aryloxo and alkoxo ligands is presented. Depending on the ligand the regioselectivity towards the Markovnikov and the and-Markovnikov addition product can be controlled. The experimentally observed isomer distribution is explained perfectly by detailed theoretical investigations which

  介绍了在 Ti(NEt 2 ) 4 和不同的芳氧基和烷氧基配体存在下末端炔烃的区域选择性加氢胺化的一般研究。根据配体，可以控制对马尔科夫尼科夫和和-马尔科夫尼科夫加成产物的区域选择性。通过详细的理论研究完美地解释了实验观察到的异构体分布，这些研究表明区域选择性是由相应的炔钛 π 配合物的相对稳定性决定的。
• Controlling selectivity: from Markovnikov to anti-Markovnikov hydroamination of alkynes
  作者：Annegret Tillack、Vivek Khedkar、Matthias Beller

  DOI：10.1016/j.tetlet.2004.09.168

  日期：2004.11

  Depending on the catalyst a remarkable control of regioselectivity is achieved for the titanium-catalyzed intermolecular hydroamination of various alkynes. Proper choice of sterically hindered phenol ligands such as 1 and 4 enables a selectivity switch from the Markovnikov to the anti-Markovnikov products from M:anti-M = > 90:10 to > 10:90. (C) 2004 Elsevier Ltd. All rights reserved.
• A Dramatic Effect of Aryloxo Ligands on the Titanium-Catalyzed Hydroamination of Alkynes
  作者：Vivek Khedkar、Annegret Tillack、Matthias Beller

  DOI：10.1021/ol035653+

  日期：2003.12.1

  [GRAPHICS]The aryloxotitanium complex 1 is a highly chemo- and regioselective catalyst for intermolecular hydroamination of terminal alkynes. Branched imines are obtained in good to excellent yield (up to 99%) with various primary aromatic and aliphatic amines.