bis[1,2-bis(tert-butylcarbamoyl)cyclopentadienyl]iron | 181187-68-8

• 分子结构分类: 有机化合物
• 英文名称: bis[1,2-bis(tert-butylcarbamoyl)cyclopentadienyl]iron
• 英文别名: 1,1',2,2'-tetra(N-tert-butylcarbamoyl)ferrocene；1-N,2-N-ditert-butylcyclopenta-2,4-diene-1,2-dicarboxamide;1-N,2-N-ditert-butylcyclopenta-2,5-diene-1,2-dicarboxamide;iron(2+)
• CAS: 181187-68-8
• 化学式: C₃₀H₄₆FeN₄O₄
• 分子量: 582.567
• InChiKey: YTBUMKHAWFMNES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  [1,2-bis(N-tert-butylcarbamoyl)cyclopentadienyl]sodium 、 iron(II) chloride 以 四氢呋喃 为溶剂， 以66%的产率得到bis[1,2-bis(tert-butylcarbamoyl)cyclopentadienyl]iron
  参考文献：
  名称：

  Formation and structural properties of 1,1′,2,2′-tetra(tert-butylcarbamoyl)-ferrocene and -ruthenocene †

  摘要：

  环戊二烯化钠与叔丁基异氰酸酯反应生成1,2-双(N-叔丁基氨基甲酰)环戊二烯化物1。该化合物与RuCl2(PPh3)4 3以2∶1的化学计量比反应生成茂金属[Μ5-C5H3(CONHCMe3)2]2Ru 5。通过X射线晶体结构分析确定了化合物5的性质。该化合物显示了一种接近于消光的C2对称茂金属构象，羧酰胺取代基通过分子内氢桥成对连接，氢桥连接在连接到不同Cp配体的—CONHR基团之间。通过X射线衍射分离并确定了取代反应序列的中间产物[Μ5-C5H3(CONHCMe3)2]RuCl(PPh3)2 4。1与FeCl2 (2∶1)反应生成1,1²,2,2-四(N-叔丁基氨基甲酰)二茂铁6。通过X射线晶体结构分析确定了化合物6的性质，该化合物显示了一种交错Ci茂金属构象。

  DOI：

  10.1039/a906553i

文献信息

• The Isocyanate Route to Cyclopentadienyl-Carboxamide- and Cyclopentadienyl-Amino Ester-Substituted Metallocene Complexes
  作者：Markus Oberhoff、Lothar Duda、Jörn Karl、Roland Mohr、Gerhard Erker、Roland Fröhlich、Matthias Grehl

  DOI：10.1021/om960234k

  日期：1996.9.17

  Lithium cyclopentadienide adds to a variety of isocyanates [R-N=C=O, R = tert-butyl (a), n-butyl (b), cyclohexyl (c), phenyl (d), 3-pyridyl (e), 2-tetrahydropyranyl (f), adamantyl (g)] to yield the monocarbamoyl-substituted cyclopentadienides C(5)H(4)CONHR(-) 3 admired with varying amounts of the respective 1,2-dicarbamoyl-substituted C5H3(CONHR)(2)(-) systems 4 and a corresponding quantity of the C5H5- Starting material. Subsequent treatment of these reaction mixtures with anhydrous FeCl2 gave the 1,1'-dicarbamoylferrocenes 6 and the corresponding monocarbamoylferrocenes 5, which were easily separated by chromatography. The carbamoylferrocenes 5b, 5c, and 6d were characterized by X-ray crystal structure analyses. The (N-phenyl- and (N-adamantylcarbamoyl)cyclopentadienides were treated with CpTiCl(3) to give the carboxamide-substituted titanocene dichloride complexes [CP(C(5)H(4)CONHR)TiCl2] 8a (R = Ph) and Sh (R = adamantyl), respectively. Complex 8b was also characterized by X-ray diffraction. The valine ester-derived isocyanate reacts with lithium cyclopentadienide to give the N-valinyl-substituted carbamoylcyclopentadienide 3h. Subsequent treatment with FeCl2 or FeCl2/CpLi, respectively, produces the 1,1'-difunctionalized ferrocene 6h or the monofunctionalized ferrocene 5h. Both complexes were characterized by X-ray crystal structure analyses.