(1R,8S,9R)-8,10,10-trimethyl-5-[(1R,8S,9R)-8,10,10-trimethyl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-5-yl]-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-triene | 329003-69-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (1R,8S,9R)-8,10,10-trimethyl-5-[(1R,8S,9R)-8,10,10-trimethyl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-5-yl]-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-triene
• CAS: 329003-69-2
• 化学式: C₂₆H₃₂N₂
• 分子量: 372.553
• InChiKey: ONOBDHZYIKOOPH-ABYZYQIESA-N

物化性质

• 沸点：
  484.9±45.0 °C(Predicted)
• 密度：
  1.067±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  五羰基溴铼(I) 、 (1R,8S,9R)-8,10,10-trimethyl-5-[(1R,8S,9R)-8,10,10-trimethyl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-5-yl]-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-triene 以 正庚烷 为溶剂， 以75%的产率得到
  参考文献：
  名称：

  rh（I）联吡啶和三联吡啶三羰基配合物催化的烯烃的催化和不对称环丙烷化反应。

  摘要：

  Re（I）三羰基联吡啶和三联吡啶配合物催化烯烃的立体有规环丙烷化；[Re（L）（CO）（3）（MeCN）] OTf配合物（L =手性）可实现较高的环丙烷相对于偶联的选择性以及对苯乙烯的顺式和反式环丙烷的ee分别为73％和62％ C（2）-对称的吡啶吡啶配体）。

  DOI：

  10.1039/b712995e
• 作为产物：
  描述：

  (1R,9R,1'R,9'R)-10,10,10',10'-tetramethyl[5,5']bi[6-azatricyclo[7.1.1.0(2,7)]undecyl]-2(7),3,5,2',4',6'-hexaene 、 碘甲烷 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 生成 (1R,8S,9R)-8,10,10-trimethyl-5-[(1R,8S,9R)-8,10,10-trimethyl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-5-yl]-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-triene
  参考文献：
  名称：

  Enantioselective catalytic cyclopropanation of styrenes by copper complexes with chiral pinene-[5,6]-bipyridine ligands

  摘要：

  Substituted mono- and bis-pinene-[5,6]-bipyridines are useful ligands in asymmetric copper-catalyzed cyclopropanation by styrenes. Copper complexes were prepared either in situ or prior to the reaction. The catalytic reaction of styrene with ethyl diazoacetate and Cu-11b yields ethyl trans-phenylcyclopropane carboxylate in >99% yield and 87% e.e. at 0 degreesC. The corresponding cis-configured cyclopropane was produced with an e.e. of 90%. The cis/trans ratio is 22:78. Other ligands of this series are less effective, Various olefins were tested as substrates but exo-methylene olefins show the best results. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00401-8

文献信息

• Catalytic and asymmetric cyclopropanation of alkenes catalysed by rhenium(i) bipyridine and terpyridine tricarbonyl complexes
  作者：Chi-Tung Yeung、Pang-Fei Teng、Ho-Lun Yeung、Wing-Tak Wong、Hoi-Lun Kwong

  DOI：10.1039/b712995e

  日期：——

  Re(I) tricarbonyl bipyridine and terpyridine complexes catalyse stereospecific cyclopropanation of alkenes; high selectivity of cyclopropane vs coupling and an ee of 73% and 62% for cis- and trans-cyclopropanes of styrene respectively were achieved with the [Re(L)(CO)(3)(MeCN)]OTf complex (L = chiral C(2)-symmetric terpyridine ligand).

  Re（I）三羰基联吡啶和三联吡啶配合物催化烯烃的立体有规环丙烷化；[Re（L）（CO）（3）（MeCN）] OTf配合物（L =手性）可实现较高的环丙烷相对于偶联的选择性以及对苯乙烯的顺式和反式环丙烷的ee分别为73％和62％ C（2）-对称的吡啶吡啶配体）。
• Enantioselective catalytic cyclopropanation of styrenes by copper complexes with chiral pinene-[5,6]-bipyridine ligands
  作者：Didier Lötscher、Stefan Rupprecht、Helen Stoeckli-Evans、Alex von Zelewsky

  DOI：10.1016/s0957-4166(00)00401-8

  日期：2000.11

  Substituted mono- and bis-pinene-[5,6]-bipyridines are useful ligands in asymmetric copper-catalyzed cyclopropanation by styrenes. Copper complexes were prepared either in situ or prior to the reaction. The catalytic reaction of styrene with ethyl diazoacetate and Cu-11b yields ethyl trans-phenylcyclopropane carboxylate in >99% yield and 87% e.e. at 0 degreesC. The corresponding cis-configured cyclopropane was produced with an e.e. of 90%. The cis/trans ratio is 22:78. Other ligands of this series are less effective, Various olefins were tested as substrates but exo-methylene olefins show the best results. (C) 2000 Elsevier Science Ltd. All rights reserved.