cinnamyl-1-ferrocenoate | 1225386-59-3

• 英文名称: cinnamyl-1-ferrocenoate
• CAS: 1225386-59-3
• 化学式: C₂₀H₁₈FeO₂
• 分子量: 346.209
• InChiKey: KFIVDYYNLLVRCX-UHFFFAOYSA-N

计算性质

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

反应信息

• 作为产物：
  描述：

  1-(ferrocenylcarbonyl)-1H-benzotriazole 、 肉桂醇 在 NaH 作用下， 以 四氢呋喃 为溶剂， 以38%的产率得到cinnamyl-1-ferrocenoate
  参考文献：
  名称：

  N-ferrocenoyl benzotriazole: A convenient tool for the synthesis of ferrocenoyl esters

  摘要：

  A new synthesis methodology has been presented for the preparation of the ferrocenoyl esters. Ferrocene carboxylic acid was derivatized using direct 1H-benzotriazole/SOCl2 methodology to prepare N-ferrocenoyl benzotriazole as a convenient tool for the functionalization of ferrocene ring. N-ferrocenoyl benzotriazole was reacted with alcohols in mild conditions to prepare ferrocenoyl esters in high purity and in good yield. The solid state structure of benzyl-1-ferrocenoate, 2f, has also been determined by X-ray crystallography. In the crystal structure, intermolecular C-H center dot center dot center dot O hydrogen bonds link the molecules into a two-dimensional network. The pi center dot center dot center dot pi contacts between the cyclopentadiene rings and cyclopentadiene and phenyl rings, [centroid-centroid distances = 3.296(1) and 3.750(1) angstrom] may further stabilize the structure. Two weak C-H center dot center dot center dot pi interactions are also found. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.11.015