(S(p),S(p))-[aluminum(chloride)C2H4(Fe(C5H5)(C5H3(O)CHN))2] | 1234706-06-9

• 英文名称: (S(p),S(p))-[aluminum(chloride)C2H4(Fe(C5H5)(C5H3(O)CHN))2]
• CAS: 1234706-06-9
• 化学式: C₂₄H₂₂AlClFe₂N₂O₂
• 分子量: 544.579
• InChiKey: VTPJGMAZUHSLKV-XNIXKMORSA-K

物化性质

• 熔点：
  234 °C (decomp)

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

• 作为产物：
  描述：

  (S(p),S(p))-[C2H4(NCH(C5H3(OH)Fe(C5H5)))2] 、 氯化二乙基铝 以 甲苯 为溶剂， 以82%的产率得到(S(p),S(p))-[aluminum(chloride)C2H4(Fe(C5H5)(C5H3(O)CHN))2]
  参考文献：
  名称：

  重新审视Salen配体：平面手性“Ferro-Salen”配体的合成与应用

  摘要：

  O-保护的平面手性羟基二茂铁甲醛 (S p )-1 与乙二胺缩合，然后脱保护以良好的收率产生“亚铁-salen”配体 (S p ,S p )-3。该支架用于制备一系列金属配合物[(S p ,S p )-4/5/6]，随后用于路易斯酸催化苯甲醛的不对称三甲基甲硅烷基氰化。

  DOI：

  10.1002/ejic.200901118

文献信息

• Salen-ligands based on a planar-chiral hydroxyferrocene moiety: Synthesis, coordination chemistry and use in asymmetric silylcyanation
  作者：Jochen Niemeyer、Jeannine Cloppenburg、Roland Fröhlich、Gerald Kehr、Gerhard Erker

  DOI：10.1016/j.jorganchem.2010.04.008

  日期：2010.6

  Condensation of the O-protected hydroxyferrocene carbaldehyde (S-p)-1 with suitable diamines, followed by liberation of the hydroxyferrocene moiety leads to a new type of ferrocene-based salen ligands (3). While the use of ethylenediamine in the condensation reaction yields the planar-chiral ethylene-bridged ligand [(S-p,S-p)-3a], reaction with the enantiomers of trans-1,2-cyclohexylendiamine gives rise to the corresponding diastereomeric cyclohexylene-bridged systems [(S,S,S-p,S-p)-3b and (R,R,S-p,S-p)-3c], which feature a combination of a planar-chiral ferrocene unit with a centrochiral diamine backbone. Starting with the ferrocene-aldehyde derivative (Rp)-1, the enantiomeric ligand series (3d/e/f) is accessible via the same synthetic route.The (S-p)-series of these newly developed N2O2-type ligands was used for the construction of the corresponding mononuclear bis(isopropoxy) titanium (4a/b/c), methylaluminum (5a/b/c) and chloroaluminum- complexes (6a/b/c), which were isolated in good yields and identified by X-ray diffraction in several cases. The aluminum complexes (5/6) were successfully used in the Lewis-acid catalyzed addition of trimethylsilylcyanide to benzaldehyde, yielding the corresponding cyanohydrins in 45-62% enantiomeric excess. (C) 2010 Elsevier B.V. All rights reserved.