(+/-)-(η5-pentamethylcyclopentadienyl)(η5-4-bromoindene)iron | 938439-73-7

• 英文名称: (+/-)-(η5-pentamethylcyclopentadienyl)(η5-4-bromoindene)iron
• 英文别名: 4-bromoindenyl-pentamethylcyclopentadienyliron
• CAS: 938439-73-7
• 化学式: C₁₉H₂₁BrFe
• 分子量: 385.127
• InChiKey: VFHUCDFKFFQDNS-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：

  (+/-)-(η5-pentamethylcyclopentadienyl)(η5-4-bromoindene)iron 、 氯二异丙基膦 在 n-BuLi or t-BuLi 作用下， 以 乙醚 、 正戊烷 为溶剂， 以78%的产率得到4-(diisopropylphosphino)indenyl-pentamethylcyclopentadienyliron
  参考文献：
  名称：

  Novel benzoferrocenyl chiral ligands: Synthesis and evaluation of their suitability for asymmetric catalysis

  摘要：

  Four benzoferrocenyl phosphorus chiral ligands were conveniently prepared in good overall yields. These ligands were found to be stable in solid form and in solution. Two of the four ligands were resolved by chiral HPLC. Unlike a reported bis(phosphino-eta(5)-indenyl)iron(II) complex, in which the indenyl ligands undergo ring flipping through an eta(1)-intermediate, these two ligands were found to be configurationally stable in solution and in solid state. The suitability of these ligands for enantioselective catalysis was assessed in studies on allylic alkylation reactions. When the two less sterically hindered ligands were used, excellent chemical yields were obtained, but the other two more sterically hindered ones gave lower yields. When the two enantiopure ligands were used, enantioselectivity of up to 51% ee was observed. These findings suggest that benzoferrocene derivatives may be used as chiral ligands for asymmetric catalysis. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.01.004
• 作为产物：
  描述：

  1,2,3,4,5-五甲基环戊二烯 、 7-溴-1H-茚 、 iron(II) chloride 在 n-BuLi 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 生成 (+/-)-(η5-pentamethylcyclopentadienyl)(η5-4-bromoindene)iron
  参考文献：
  名称：

  Novel benzoferrocenyl chiral ligands: Synthesis and evaluation of their suitability for asymmetric catalysis

  摘要：

  Four benzoferrocenyl phosphorus chiral ligands were conveniently prepared in good overall yields. These ligands were found to be stable in solid form and in solution. Two of the four ligands were resolved by chiral HPLC. Unlike a reported bis(phosphino-eta(5)-indenyl)iron(II) complex, in which the indenyl ligands undergo ring flipping through an eta(1)-intermediate, these two ligands were found to be configurationally stable in solution and in solid state. The suitability of these ligands for enantioselective catalysis was assessed in studies on allylic alkylation reactions. When the two less sterically hindered ligands were used, excellent chemical yields were obtained, but the other two more sterically hindered ones gave lower yields. When the two enantiopure ligands were used, enantioselectivity of up to 51% ee was observed. These findings suggest that benzoferrocene derivatives may be used as chiral ligands for asymmetric catalysis. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.01.004

文献信息

• Functionalization of Planar Chiral Fused Arene Ruthenium Complexes: Synthesis, X-ray Structures, and Spectroscopic Characterization of Monodentate Triarylphosphines
  作者：Philipp Buchgraber、Audrey Mercier、Wee Chuan Yeo、Céline Besnard、E. Peter Kündig

  DOI：10.1021/om200897k

  日期：2011.11.28

  efficient functionalization of planar chiral ruthenium naphthalene—and ruthenium indenyl—scaffolds is reported. Mild reaction conditions employing microwave heating have been developed for the derivatization of sensitive cationic naphthalene ruthenium complexes. In particular, a series of novel planar chiral monodentate phosphines and their gold(I) complexes have been synthesized and fully characterized

  报道了平面手性钌萘-和茚基钌-支架的有效官能化。已经开发了使用微波加热的温和反应条件，用于灵敏的阳离子萘钌络合物的衍生化。特别地，已经合成了一系列新颖的平面手性单齿膦及其金（I）配合物，并通过NMR光谱和X射线晶体学对其进行了充分表征。此外，已通过相应的Ni（CO）3（L）配合物的红外CO拉伸频率评估了这些膦（L）的电子性能，为这些手性配体在不对称催化中的设计和应用提供了宝贵的见识。