2-tert-butyl-6-[[(1R,2R)-2-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]cyclohexyl]iminomethyl]-4-(4-ethenylphenyl)phenol | 665006-61-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-tert-butyl-6-[[(1R,2R)-2-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]cyclohexyl]iminomethyl]-4-(4-ethenylphenyl)phenol
• CAS: 665006-61-1
• 化学式: C₄₀H₅₂N₂O₂
• 分子量: 592.865
• InChiKey: DNQQATYQTYHNLW-VSJLXWSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  44
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-tert-butyl-6-[[(1R,2R)-2-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]cyclohexyl]iminomethyl]-4-(4-ethenylphenyl)phenol 、 巯丙基三甲氧基硅烷 在 偶氮二异丁腈 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以46%的产率得到2-tert-butyl-6-[[(1R,2R)-2-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]cyclohexyl]iminomethyl]-4-[4-[2-(3-trimethoxysilylpropylsulfanyl)ethyl]phenyl]phenol
  参考文献：
  名称：

  可回收的聚合物和二氧化硅负载的钌（II）-Salen双吡啶催化剂用于烯烃的不对称环丙烷化

  摘要：

  Abstractmagnified imageHomogeneous ruthenium(II)‐salen bis‐pyridine complexes are known to be highly active and selective catalysts for the asymmetric cyclopropanation of terminal olefins. Here, new methods of heterogenization of these Ru‐salen catalysts on polymer and porous silica supports are demonstrated for the facile recovery and recycle of these expensive catalysts. Activities, selectivities, and recyclabilities are investigated and compared to the analogous homogeneous and other supported catalysts for asymmetric cyclopropanation reactions. The catalysts are characterized with a variety of methods including solid state cross‐polarization magic‐angle spinning (CP MAS) 13C and 29Si NMR, FT‐IR, elemental analysis, and thermogravimetric analysis. Initial investigations produced catalysts possessing high selectivities but decreasing activities upon reuse. Addition of excess pyridine during the washing steps between cycles was observed to maintain high catalytic activities over multiple cycles with no impact on selectivity. Polymer‐supported catalysts showed superior activity and selectivity compared to the porous silica‐supported catalyst. Additionally, a longer, flexible linker between the Ru‐salen catalyst and support was observed to increase enantioselectivity and diastereoselectivity, but had no effect on activity of the resin catalysts. Furthermore, the polymer‐supported Ru‐salen‐Py2 catalysts were found to generate superior selectivities and yields compared to other leading heterogeneous asymmetric cyclopropanation catalysts.

  DOI：

  10.1002/adsc.200800779