2,6-diferrocenylpyridine | 39334-07-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,6-diferrocenylpyridine
• 英文别名: cyclopenta-1,3-diene;6-cyclopenta-1,3-dien-1-yl-2-cyclopenta-2,4-dien-1-ylidene-3H-pyridin-3-ide;iron(2+)
• CAS: 39334-07-1
• 化学式: C₂₅H₂₁Fe₂N
• 分子量: 447.142
• InChiKey: JQPDBQPRRLFJMH-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-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
• 作为产物：
  描述：

  2,6-二溴吡啶 、 ferrocenylzinc(II) chloride 在 di-μ-chloro-bis[2-(di-tert-butylphosphino)-2-methylpropyl]dipalladium(II) 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 12.0h， 以0.48 g的产率得到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

文献信息

• Metallocene-substituted pyridyl amines, their metal complexes, and processes for production and use thereof
  申请人：ExxonMobil Chemical Patents Inc.

  公开号：US07858817B2

  公开（公告）日：2010-12-28

  This invention relates to new transition metal complexes for use in olefin polymerization and oligomerization. The active complex is a pyridine amide having a metallocenyl substituent as part of the ligand structure. The invention also relates to novel precursors for the ligand systems of such complexes obtained from metallocenyl-substituted pyridine compounds through sequences involving addition-condensation or lithium-halogen exchange (with subsequent metathesis) reactions.

  这项发明涉及用于烯烃聚合和寡聚化的新过渡金属配合物。活性配合物是一种吡啶酰胺，其具有作为配体结构一部分的金属茂基取代基。该发明还涉及从金属茂基取代的吡啶化合物获得这类配合物的配体系统的新前体，通过涉及加成-缩合或锂-卤素交换（随后进行交换反应）反应的序列获得。