3-ferrocenylphenol | 58748-80-4

• 英文名称: 3-ferrocenylphenol
• CAS: 58748-80-4
• 化学式: C₁₆H₁₄FeO
• 分子量: 278.134
• InChiKey: DTVCGPKCBUDDPS-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：

  3-ferrocenylphenol 、 四氰基乙烯 以 neat (no solvent) 为溶剂， 生成
  参考文献：
  名称：

  Substituent dependence of the d-d transition band in the electronic absorption spectra of arylferrocenes and the corresponding arylferricenium salts

  摘要：

  DOI：

  10.1007/bf00799969

文献信息

• Heteroatom-connected ferrocenyl substituted naphthalimides
  作者：T. Sheshashena Reddy、Ramesh Maragani、Bhausaheb Dhokale、Shaikh M. Mobin、Rajneesh Misra

  DOI：10.1039/c5ra26369g

  日期：——

  2. The nitrogen atom connected FcNMIs (3e and 3f) show a considerable red shift, whereas oxygen and sulphur connected FcNMIs (3a–3d) show a moderate red shift. The computational calculations show good agreement with the experimental results. The ferrocenyl naphthalimide containing a nitrogen atom (3e and 3f) show high thermal stability compared to the oxygen and sulphur containing dyes 3a–3d. The single

  通过亲核芳香族取代和布赫瓦尔德偶联反应设计并合成了一个杂原子（氧，硫和氮）连接的二茂铁基萘二甲酰亚胺3a-3f族。探索了杂原子和二茂铁基对二茂铁萘二甲酰亚胺的光子学和电化学性质的影响。与4-溴邻苯二甲酰亚胺2相比，二茂铁基萘二甲酰亚胺3a-3f的电子吸收光谱显示出红移的吸收。氮原子连接的FcNMI（3e和3f）显示出相当大的红移，而氧和硫连接的FcNMI（3a–3d）显示适度的红移。计算结果与实验结果吻合良好。与含氧和硫的染料3a-3d相比，含氮原子（3e和3f）的二茂铁基萘二甲酰亚胺显示出较高的热稳定性。报告了3a和3c的单晶X射线结构，这些晶体结构形成了二维网络。
• Heteroatom-Connected Ferrocenyl BODIPYs: Synthesis, Structure, and Properties
  作者：Rajneesh Misra、Bhausaheb Dhokale、Thaksen Jadhav、Shaikh M. Mobin

  DOI：10.1021/om5002292

  日期：2014.4.14

  The set of heteroatom-connected ferrocenyl BODIPYs 2a,b and 3c,d were designed and synthesized by the nucleophilic aromatic substitution reaction of 8-chloro BODIPY 1, with ferrocenyl anilines and ferrocenyl phenols. The effects of a heteroatom at the meso position on the optical and electrochemical properties of the BODIPYs were studied. The absorption spectra of the BODIPYs containing an N atom at the meso position (2a,b) show a blue shift of 80 nm, whereas the BODIPYs containing an 0 atom at the meso position (3c,d) show a blue shift of SO nm in comparison to 8-chloro BODIPY (1). The DFT calculations reveal strong donor acceptor interactions. The nature of the heteroatom does not affect the HOMO but perturbs the LUMO. The single-crystal X-ray structures of 2a,b and 3c,d show interesting supramolecular interactions. The crystal structure of 2a shows two molecules in an asymmetric unit arranged into a complex 3D structural motif, 2b contains a staircase-shaped arrangement of tetramers to form a 2D structural sheet, 3c forms a sheet in a zigzag manner, and 3d forms a sheet which contains alternating bands of ferrocenyl and BODIPY units.