2,6-diferrocenylpyridine⁺ | 1401686-16-5

• 英文名称: 2,6-diferrocenylpyridine⁺
• CAS: 1401686-16-5
• 化学式: C₂₅H₂₁Fe₂N
• 分子量: 447.142
• InChiKey: CSJOJLDAKVWHJL-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：

  2,6-diferrocenylpyridine⁺ 在 tetra-n-butylammonium tetrakis(pentafluorophenyl)borate 作用下， 以 二氯甲烷 为溶剂， 生成 2,6-diferrocenylpyridine²⁺
  参考文献：
  名称：

  Di- and Triferrocenyl (Hetero)Aromatics: Synthesis, Characterization, (Spectro-)Electrochemistry, and Calculations

  摘要：

  A series of di- and triferrocenyl (hetero)aromatics including 2,5-diferrocenylpyridine (4), 2,6-diferrocenylpyridine (5), 1,3,5-triferrocenylbenzene (9), 2,4,6-triferrocenylpyridine (10), and 2,4,6-triferrocenyl-1,3,5-triazine (11) have been prepared using the Negishi C,C cross-coupling protocol. Characterization of the molecules was performed by spectroscopic means and single-crystal X-ray diffraction study (10). The electrochemical properties of these compounds were determined by cyclic voltammetry, square wave voltammetry, and in situ NIR spectroelectrochemistry. The cyclic voltammograms show well-defined, separated, and reversible one-electron processes for each ferrocenyl moiety with Delta E degrees' values (= separation between two formal potentials) ranging from 140 to 185 mV. The UV-vis/NIR spectra of the partially oxidized mixed-valent complexes of 4, 5, 9, and 10 show weak intervalence charge transfer absorptions, while only electrostatic interactions exist between the different oxidized iron centers of 11. Supporting DFT calculations were carried out to establish a basic understanding of the electronic structure.

  DOI：

  10.1021/om300511v
• 作为产物：
  描述：

  2,6-diferrocenylpyridine 在 tetra-n-butylammonium tetrakis(pentafluorophenyl)borate 作用下， 以 二氯甲烷 为溶剂， 生成 2,6-diferrocenylpyridine⁺
  参考文献：
  名称：

  Di- and Triferrocenyl (Hetero)Aromatics: Synthesis, Characterization, (Spectro-)Electrochemistry, and Calculations

  摘要：

  A series of di- and triferrocenyl (hetero)aromatics including 2,5-diferrocenylpyridine (4), 2,6-diferrocenylpyridine (5), 1,3,5-triferrocenylbenzene (9), 2,4,6-triferrocenylpyridine (10), and 2,4,6-triferrocenyl-1,3,5-triazine (11) have been prepared using the Negishi C,C cross-coupling protocol. Characterization of the molecules was performed by spectroscopic means and single-crystal X-ray diffraction study (10). The electrochemical properties of these compounds were determined by cyclic voltammetry, square wave voltammetry, and in situ NIR spectroelectrochemistry. The cyclic voltammograms show well-defined, separated, and reversible one-electron processes for each ferrocenyl moiety with Delta E degrees' values (= separation between two formal potentials) ranging from 140 to 185 mV. The UV-vis/NIR spectra of the partially oxidized mixed-valent complexes of 4, 5, 9, and 10 show weak intervalence charge transfer absorptions, while only electrostatic interactions exist between the different oxidized iron centers of 11. Supporting DFT calculations were carried out to establish a basic understanding of the electronic structure.

  DOI：

  10.1021/om300511v