rac-/meso-2,9-diferrocenyl-1,2,3,4,7,8,9,10-octahydrophenanthroline | 1123310-12-2

• 英文名称: rac-/meso-2,9-diferrocenyl-1,2,3,4,7,8,9,10-octahydrophenanthroline
• CAS: 1123310-12-2；1123870-87-0；1123870-93-8；1123870-90-5
• 化学式: C₃₂H₃₂Fe₂N₂
• 分子量: 556.313
• InChiKey: BBKLPWCRHAYSGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1,2,3,4,5,6,7,8-八硫杂环辛烷 、 L-薄荷醇 、 rac-/meso-2,9-diferrocenyl-1,2,3,4,7,8,9,10-octahydrophenanthroline 、 三氯化磷 在 N,N-dimethylaniline 、 HCl 作用下， 以 二氯甲烷 为溶剂， 以11%的产率得到(S,S)-4-[(1R,2S,5R)-menthyloxy]-3,5-diferrocenyl-1,2,3,5,6,7-hexahydro-3a,4a-diaza-4-phosphacyclopenta[def]phenanthrene 4-sulfide
  参考文献：
  名称：

  Neutral and Cationic Iridium(I) Complexes Bearing Chiral Phenanthroline-Derived Benzimidazolylidenes: Synthetic, Structural, and Catalytic Studies

  摘要：

  A series of neutral and cationic iridium(I) complexes bearing chiral and achiral phenanthroline-derived benzimidazolylidene ligands were synthesized and characterized. Spectroscopic and crystallographic data indicate that the principal plane of the NHC ligand in the achiral complexes is positioned orthogonally with respect to the Ir-Cl or Ir-P bonds, while the planes of NHC ligands in the corresponding chiral complexes are twisted by a torsion angle that depends on the size of the 2,9-substituents. All of the new complexes showed varying degrees of catalytic activity and enantioselectivity toward hydrogenation of acetamidoacrylates, with the best results being achieved using 2,9-diphenyl-substituted (S,S)-20a, which afforded (-)-(R)-methyl 2-acetamidopropanoate (12a) in 97% yield and 81 % ee.

  DOI：

  10.1021/om801063w
• 作为产物：
  描述：

  乙醇 、 2,9-diferrocenyl-1,10-phenanthroline 在 Na 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 rac-/meso-2,9-diferrocenyl-1,2,3,4,7,8,9,10-octahydrophenanthroline
  参考文献：
  名称：

  Neutral and Cationic Iridium(I) Complexes Bearing Chiral Phenanthroline-Derived Benzimidazolylidenes: Synthetic, Structural, and Catalytic Studies

  摘要：

  A series of neutral and cationic iridium(I) complexes bearing chiral and achiral phenanthroline-derived benzimidazolylidene ligands were synthesized and characterized. Spectroscopic and crystallographic data indicate that the principal plane of the NHC ligand in the achiral complexes is positioned orthogonally with respect to the Ir-Cl or Ir-P bonds, while the planes of NHC ligands in the corresponding chiral complexes are twisted by a torsion angle that depends on the size of the 2,9-substituents. All of the new complexes showed varying degrees of catalytic activity and enantioselectivity toward hydrogenation of acetamidoacrylates, with the best results being achieved using 2,9-diphenyl-substituted (S,S)-20a, which afforded (-)-(R)-methyl 2-acetamidopropanoate (12a) in 97% yield and 81 % ee.

  DOI：

  10.1021/om801063w