N-(5-(3-tert-butyl-5-((E)-((1R,2R)-2-((E)-3-tert-butyl-2-hydroxy-5-((6-oxo-1,6-dihydropyridin-2-yl)ethynyl)benzylideneamino)cyclohexylimino)methyl)-4-hydroxyphenyl)pyridin-2-yl)pivalamide | 1092119-22-6

• 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: N-(5-(3-tert-butyl-5-((E)-((1R,2R)-2-((E)-3-tert-butyl-2-hydroxy-5-((6-oxo-1,6-dihydropyridin-2-yl)ethynyl)benzylideneamino)cyclohexylimino)methyl)-4-hydroxyphenyl)pyridin-2-yl)pivalamide
• CAS: 1092119-22-6
• 化学式: C₄₅H₅₃N₅O₄
• 分子量: 727.947
• InChiKey: ZGYSOBYSVQIJOM-QXYJMIQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.68
• 重原子数：
  54.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  140.03
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  3-tert-butyl-2-hydroxy-5-((6-oxo-1,6-dihydropyridin-2-yl)ethynyl)benzaldehyde 、 N-(5-(3-tert-butyl-5-formyl-4-hydroxyphenyl)pyridin-2-yl)pivalamide 、 (1R,2R)-1,2-diaminocyclohexane 以 四氢呋喃 为溶剂， 反应 15.0h， 以78%的产率得到N-(5-(3-tert-butyl-5-((E)-((1R,2R)-2-((E)-3-tert-butyl-2-hydroxy-5-((6-oxo-1,6-dihydropyridin-2-yl)ethynyl)benzylideneamino)cyclohexylimino)methyl)-4-hydroxyphenyl)pyridin-2-yl)pivalamide
  参考文献：
  名称：

  Self-Assembled Dinuclear Cobalt(II)-Salen Catalyst Through Hydrogen-Bonding and Its Application to Enantioselective Nitro-Aldol (Henry) Reaction

  摘要：

  Novel chiral dinuclear Co(II)-salen catalysts self-assembled through the pyridone/aminopyridine hydrogen-bonding pair have been developed. The self-assembled dinuclear Co(II)-Salen catalyst results in significant rate acceleration (48 times faster rate) as well, as excellent enantioselectivity (96% ee vs 55% ee) in a nitro-aldol reaction, compared to the corresponding monomeric catalyst. A bimetallic mechanism is suggested by the kinetic experiment showing that the rate taw is second order in [catalyst]. The self-assembly through hydrogen bonding was confirmed by X-ray structure and by the H-1 experiments revealing that the dimerization constant of the novel hydrogen-bonding capable salen (ligand in 25% v/v CD3NO2/CDCl3 is 53 +/- 21 M-1. This result proves the validity of self-assembly based approaches toward the efficient construction of chiral bimetallic catalyst system.

  DOI：

  10.1021/ja807221s